Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Quwenzhi

Quwenzhi

Quwenzhi structure

Quwenzhi 

structure
  • CAS No:

    52304-36-6

  • Formula:

    C11H21NO3

  • Chemical Name:

    Quwenzhi

  • Synonyms:

    β-Alanine,N-acetyl-N-butyl-,ethyl ester;3-[(N-Butyl-N-acetyl)amino]propionic acid ethyl ester;Ethyl 3-(N-butylacetamido)propionate;BAAPE;Merck 3535;AI 3-70763;Repellent 3535;IR 3535;3-(Butylacetylamino)propionic acid ethyl ester;Quwenzhi;EUS 26-15;Ethyl 3-(N-n-butyl-N-acetyl)aminopropionate;3-(N-n-Butyl-N-acetyl)aminopropionic acid ethyl ester;Ethyl 3-[acetyl(butyl)amino]propanoate;Coleman SkinSmart;Ethyl 3-[Acetyl(butyl)amino]propionate;Ethyl butylacetylaminopropionate;362607-57-6

  • Categories:

    Cosmetic Ingredient  >  Skin Conditioning

Description

Ethyl 3-(N-butylacetamido)propionate is a tertiary carboxamide, a member of acetamides and an ethyl ester.

Quwenzhi Basic Attributes

215.29

215.29

257-835-0

65GQA237EH

DTXSID9035753

Colorless to slightly yellowish liquid|Liquid at room temperature

29241990

Characteristics

46.6

1.7 at 23 deg C

1.0±0.1 g/cm3

<-20°

bp0.2 108-110°; bp0.5 126-127°

318°F (159°C)

1.450

soluble in n-heptane, dichloromethane, ethyl acetate, p-xylene, acetone, methanol

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids

0.15 Pa /1.1X10-3 mm Hg/ at 20 deg C

LD50 in rats (mg/kg): >5000 orally; LC50 in rats (mg/l): >5.1 by inhalation (WHO)

Almost odorless

Henry's Law constant = 4.55X10-9 atm-cu m/mol at 25 °C (est)

Hydroxyl radical reaction rate constant = 2.93X10-11 cu cu/molecule-sec at 25 °C (est)

Safety Information

52

Stable under recommended storage conditions.

P264, P280, P305+P351+P338, P33, P313

H319

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents.

|Warning|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P280, P305+P351+P338, and P337+P313|Aggregated GHS information provided by 159 companies from 4 notifications to the ECHA C&L Inventory.|H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P273, P280, P305+P351+P338, P337+P313, and P501

Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Skin protection: Handle with gloves.|Body Protection: Impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator. For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures. Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Avoid breathing dust; Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided; Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.|Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Irritating to eyes.

Toxicity

IDENTIFICATION AND USE: EBAAP is a colorless to slightly yellowish liquid. It is an insect repellent for application to human skin and clothing to repel mosquitoes, flies and ticks. It provides high level of protection for at least 8 hr against Ae. albopictus and for at least 5 hr against C. gelidus, C. tritaeniorhynchus, C. quinquefasciatus, Mansonia dives, M. uniformis, M. annulata, M. annulifera, Anopheles minimus, and An. maculatus. This clearly documents the potential for its use as a topical treatment against a wide range of mosquito species belonging to several genera. HUMAN EXPOSURE AND TOXICITY: Closed epicutaneous irritation test using 15% a.i. was performed in 30 human volunteers. No skin reactions were observed. Repetitive exposure test using 15% a.i. was performed in 10 human volunteers 3 wk at twice/wk (induction phase); 12 d break; then 7th application (challenge). No toxic or allergic reactions were observed. ANIMAL STUDIES: 10% solution in ethanol was applied to shaven nuchal area of 10 guinea pigs. No erythema or edema observed at UV-exposed and unexposed sites. Undiluted EBAAP was applied to shaven dorsal skin (6 hr exposure; recovery period 14 d) of rats. Up to 10 mL/kg bw no systemic reactions observed; erythemas at all dose levels. Mongrel dogs were given undiluted EBAAP by gavage at 1, 2, 4 and 8 g/kg bw. All animals survived; doses of 2 g/kg bw or more induced vomiting after 30-60 minutes followed by salivation after 20-30 minutes. EBAAP was administered orally by gavage at a dose of 999 mg/kg/day to female rabbits. Blood pressure was lower for the 2 treated animals than for the 2 control animals (determined after 8 days of treatment). Various serum chemistry parameters were affected by the treatment. Histopathological evaluation of the treated animals revealed hemorrhages and erosions in the gastric mucosa and intestinal tract, vacuolar degeneration of parenchymal cells and hemosiderosis in the liver, deposition of protein in the Bowman's space of the kidney. Atrophy of the bone marrow was also noted for one rabbit. Artificially inseminated female rabbits were treated orally by gavage with 0 100, 300, or 600 mg/kg/day of EBAAP from day 7 through day 19 of gestation. No treatment-related effects on the does were evident. Likewise, no treatment-related effects were noted on development of the fetuses. S. typhimurium strains TA 98, TA 100, TA 102, TA 1535, and TA 1537 and E. coli WP2 uvrA were treated for 48 hours at 37 °C with EBAAP at concentrations ranging from 5 to 5000 ug/plate with and without metabolic activation. There was no treatment-related increase in the incidence of reverse mutation. ECOTOXICITY STUDIES: No evidences for disruption of the chemical communication of fish and Daphnia by EBAAP were found.

LD50 Rat, Wistar (5 males, 5 females) oral >5000 mg/kg bw /From table/|LD50 Rat, Sprague-Dawley (5 males, 5 females per dose group) oral 14.0 mL/kg /From table/|LD50 Rat, Wistar (6 males per dose level) oral 24 mL/kg /From table/

/AQUATIC SPECIES/ Commercial insect repellents like DEET (N,N-diethyl-m-toluamide), EBAAP (IR3535, (3-[N-butyl-N-acetyl]-aminopropionic acid, ethyl ester)) or Icaridine (picaridin, Bayrepel, 1-piperidinecarboxylic acid, 2-(2-hydroxyethyl), 1-methylpropyl ester) are used worldwide to protect against biting insects and ticks. The detection of these repellents in surface waters in concentrations up to several ug/L levels has caused concern that these substances might affect non-target organisms in freshwaters. Daphnia sp., a keystone organism in lakes and ponds, is known for diel vertical migration (DVM) and life-history changes (LHCs) as inducible defenses against predation by fish. ...Whether (i) environmentally relevant concentrations of DEET, EBAPP or Icaridine have repellent effects on Daphnia magna and (ii) if these repellents are infodisruptors for DVM and LHCs /was tested/. Using concentrations of up to 44 ug/L, the repellents neither had effects on juvenile somatic growth nor on clutch size. In thermally stratified water columns with a repellent-free hypolimnion, no repellent effects of the test compounds on D. magna were observed. The presence of fish-borne infochemicals induced LHCs, which are characterized by a reduced size at first reproduction, and DVM in D. magna. These effects were not affected by the presence of either repellent. Hence no evidences for infodisruption of the chemical communication of fish and Daphnia by DEET, EBAAP or Icaridine were found.

Ethyl butylacetylaminopropionate's production may result in its release to the environment through various waste streams; its use as an insect repellent(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 36(SRC), determined from a structure estimation method(2), indicates that ethyl butylacetylaminopropionate is expected to have very high mobility in soil(SRC). Volatilization of ethyl butylacetylaminopropionate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.6X10-9 atm-cu m/mole(SRC), based upon its vapor pressure, 1.1X10-3 mm Hg(3), and water solubility, 7.0X10+4 mg/L(3). Ethyl butylacetylaminopropionate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data in soil were not available(SRC, 2016).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 36(SRC), determined from a structure estimation method(2), indicates that ethyl butylacetylaminopropionate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3), based upon an estimated Henry's Law constant of 4.6X10-9 atm-cu m/mole(SRC), derived from its vapor pressure, 1.1X10-3 mm Hg(4), and water solubility, 7.0X10+4 mg/L(4). Ethyl butylacetylaminopropionate is not expected to undergo hydrolysis; estimated hydrolysis half-lives of 3.8 years and 140 days at pH values of 7 and 8, respectively, were calculated(2). According to a classification scheme(5), an estimated BCF of 6(SRC), from its log Kow of 1.7(4) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2016).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl butylacetylaminopropionate, which has a vapor pressure of 1.1X10-3 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl butylacetylaminopropionate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 13 hours(SRC), calculated from its rate constant of 2.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Ethyl butylacetylaminopropionate contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of ethyl butylacetylaminopropionate with photochemically-produced hydroxyl radicals has been estimated as 2.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.058 L/mole-sec(SRC) was estimated using a structure estimation method(1); this corresponds to half-lives of 3.8 years and 140 days at pH values of 7 and 8, respectively(1). Ethyl butylacetylaminopropionate contains chromophores that absorb at wavelengths >290 nm(2) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 6 was calculated in fish for ethyl butylacetylaminopropionate(SRC), using a log Kow of 1.7(1) and a regression-derived equation(2). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethyl butylacetylaminopropionate can be estimated to be 36(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethyl butylacetylaminopropionate is expected to have very high mobility in soil.

The Henry's Law constant for ethyl butylacetylaminopropionate is estimated as 4.6X10-9 atm-cu m/mole(SRC) derived from its vapor pressure, 1.1X10-3 mm Hg(1), and water solubility, 7.0X10+4 mg/L(1). This Henry's Law constant indicates that ethyl butylacetylaminopropionate is expected to be essentially nonvolatile from water and moist soil surfaces(2). Ethyl butylacetylaminopropionate is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Occupational exposure to ethyl butylacetylaminopropionate may occur through inhalation and dermal contact with this compound at workplaces where ethyl butylacetylaminopropionate is produced or used. Use data indicate that the general population may be exposed to ethyl butylacetylaminopropionate via inhalation of mist and dermal contact with consumer products containing ethyl butylacetylaminopropionate. (SRC)

Drug Information

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

/HUMAN EXPOSURE STUDIES/ Closed epicutaneous irritation test using 15% a.i. /IR3535/ in aqueous alcohol /was performed in 30 human volunteers. No skin reactions were observed. /From table/|/HUMAN EXPOSURE STUDIES/ Repetitive exposure test using 15% a.i. /IR3535/ in aqueous alcohol /was performed/ in 10 human volunteers 3 wk at twice/wk (induction phase); 12 d break; then 7th application (challenge). No toxic or allergic reactions /were observed/. /From table/

3-(N-n-butyl)-N-acetylaminopropionic acid ethyl ester

Quwenzhi Use and Manufacturing

Uses

Insect repellent.

Avon SSS Skin-So-Soft Gentle Breeze Bug Guard Plus IR3535 Insect Repellent (New Avon LLC): Active ingredient: .beta.-Alanine, N-acetyl-N-butyl-, ethyl ester 7.5%.|Avon SSS Skin-So-Soft Bug Guard Plus IR3535 Insect Repellent SPF 30 Moisturizing Sunblock Lotion Cool 'N Fabulous (New Avon LLC): Active ingredient: .beta.-Alanine, N-acetyl-N-butyl-, ethyl ester 7.5%.|Avon Skin-So-Soft SSS Bug Guard Plus IR3535 Insect Repellent Spray Gentle Breeze (New Avon LLC): Active ingredient: .beta.-Alanine, N-acetyl-N-butyl-, ethyl ester 7.5%.|Avon Skin-So-Soft SSS Bug Guard Plus IR3535 Insect Repellent SPF 15 Sunscreen Spray Gentle Breeze (New Avon LLC): Active ingredient: .beta.-Alanine, N-acetyl-N-butyl-, ethyl ester 7.5%.|For more Formulations/Preparations (Complete) data for Ethyl butylacetylaminopropionate (23 total), please visit the HSDB record page.

Travelers are confronted with a variety of vector-borne threats. Is one type of repellent effective against all biting vectors? The aim of this review is to examine the literature, up to December 31st, 2012, regarding repellent efficacy. We searched PubMed for relevant papers. Repellents of interest were DEET, Icaridin as well as other piperidine-derived products (SS220), Insect Repellent (IR) 3535 (ethyl-butylacetyl-amino-propionat, EBAAP) and plant-derived products, including Citriodora (para-menthane-3,8-diol). As vectors, we considered the mosquito species Anopheles, Aedes and Culex as well as the tick species Ixodes. We selected only studies evaluating the protective efficacy of repellents on human skin. We reviewed a total of 102 publications. Repellents were evaluated regarding complete protection time or as percentage efficacy [%] in a time interval. We found no standardized study for tick bite prevention. Regarding Aedes, DEET at concentration of 20% or more, showed the best efficacy providing up to 10 hr protection. Citriodora repellency against this mosquito genus was lower compared to the other products. Also between subspecies a difference could be observed: Ae. aegypti proved more difficult to repel than Ae. albopictus. Fewer studies have been conducted on mosquito species Anopheles and Culex. The repellency profile against Anopheles species was similar for the four principal repellents of interest, providing on average 4-10 hr of protection. Culex mosquitoes are easier to repel and all four repellents provided good protection. Few studies have been conducted on the tick species Ixodes. According to our results, the longest protection against Ixodes scapularis was provided by repellents containing IR3535, while DEET and commercial products containing Icaridin or PMD showed a better response than IR3535 against Ixodes ricinus. Many plant-based repellents provide only short duration protection. Adding vanillin 5% to plant-based repellents and to DEET repellents increased the protection by about 2 hr.|The insect repellents 3535 (ethyl butylacetylaminopropionate or IR3535) and deet (N,N-diethyl-3-methylbenzamide) were prepared as 20% solutions in absolute ethanol and evaluated for repellency against many mosquito species in Thailand under laboratory and field conditions using human subjects. In the laboratory, 0.1 mL was applied per 30-sq cm of exposed area on a volunteer's forearm (0.66-0.67 mg active ingredient [AI]/sq cm), whereas in the field, volunteers' legs (from knee to ankle, with a surface area of about 712-782 sq cm) were treated with 3 mL per exposed area (0.76-0.84 mg AI/sq cm). In the laboratory, both IR3535 and deet showed equal repellency (P > 0.05) for 9.8 and 9.7 hr against Aedes aegypti, for 13.7 and 12.7 hr against Culex quinquefasciatus, and for 14.8 and 14.5 hr against C. tritaeniorhynchus, respectively. Anopheles dirus was significantly less sensitive to IR3535 than to deet (P < 0.05), with a mean protection time of 3.8 and 5.8 hr, respectively. Under field conditions, both IR3535 and deet provided a high degree of protection against various mosquito vectors ranging from 94 to 100% during the test periods. Both repellents provided a high level of protection for at least 8 hr against Ae. albopictus and for at least 5 hr against C. gelidus, C. tritaeniorhynchus, C. quinquefasciatus, Mansonia dives, M. uniformis, M. annulata, M. annulifera, Anopheles minimus, and An. maculatus. This study clearly documents the potential of IR3535 for use as a topical treatment against a wide range of mosquito species belonging to several genera.

HPLC determination in topical gel formulation|The analytical method for identification and determination of IR3535 is based on gas chromatography using a flame ionization detector and internal standardization using methyl undecanoate. The method was adopted, with provisional status, by CIPAC in 2005. Identification is by GC relative retention time and IR spectrum. The manufacturer indicated that refractive index may also be used.

Cosmetics -> Skin conditioning; Surfactant

Computed Properties

Molecular Weight:215.29
XLogP3:1.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:8
Exact Mass:215.15214353
Monoisotopic Mass:215.15214353
Topological Polar Surface Area:46.6
Heavy Atom Count:15
Complexity:204
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Quwenzhi

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.