2,4,5-Trimethoxybenzaldehyde
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2,4,5-Trimethoxybenzaldehyde
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CAS No:
4460-86-0
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Formula:
C10H12O4
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Chemical Name:
2,4,5-Trimethoxybenzaldehyde
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Synonyms:
Benzaldehyde,2,4,5-trimethoxy-;2,4,5-Trimethoxybenzaldehyde;Asaronaldehyde;Asaraldehyde;3,4,6-Trimethoxybenzaldehyde;Gazarin;Asarylaldehyde;NSC 89299;2,4,5-Trimethoxylbenzaldehyde;14374-62-0
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CAS No:
Description
Asarylaldehyde is a natural COX-2 inhibitor, which isolated from carrot (Daucus carota L.) seeds significantly inhibits cyclooxygenase II (COX-2) activity at IC50 value 100 μg/mL.
2,4,5-trimethoxybenzaldehyde is a beige powder. (NTP, 1992)|Solid
2,4,5-trimethoxybenzaldehyde is a beige powder. (NTP, 1992)|2,4,5-trimethoxybenzaldehyde is a carbonyl compound.
2,4,5-Trimethoxybenzaldehyde Basic Attributes
196.202
196.20
224-713-3
NDU8J2Q00D
89299
DTXSID1022217
2912499000
Characteristics
44.8
1.3
2,4,5-trimethoxybenzaldehyde is a beige powder. (NTP, 1992)
1.093 g/cm3 @ Temp: 16.5 °C
114 °C
143 °C @ Press: 6 Torr
149.0±26.5 °C
1.525
H2O: <0.1 g/100 mL at 22 ºC
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
1.13X10-3 mm Hg at 25 deg C (est)
Henry's Law constant = 2.78X10-9 atm-cu m/mol at 25 °C (est)
138.3 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Hydroxyl radical reaction rate constant = 8.69X10-11 cu cm/molec-sec at 25 °C (est)
Insoluble in water.
Aldehydes
2,4,5-TRIMETHOXYBENZALDEHYDE is light sensitive. (NTP, 1992).
Safety Information
NONH for all modes of transport
3
R36/37/38
S22-S24/25
CU8460000
C: Corrosive;
Stable under normal temperatures and pressures.
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
H302
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it in a refrigerator. (NTP, 1992)
MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)
Toxicity
14: 101 (1981)] NINETEEN COMPOUNDS WERE FOUND IN SHIN-I DRUG OIL; ASARYLALDEHYDE WAS ISOLATED & IDENTIFIED.[KIKUCHI T ET AL; STUDIES ON THE CONSTITUENTS OF CRUDE DRUG "SHIN-I" (DRIED BUDS OF MAGNOLIA SALICIFOLIA MAXIM); WAKANYAKU SHINPOJUMU,
Drug Information
SYMPTOMS: Symptoms of exposure to related compounds are skin and gastrointestinal tract irritation, sensitization, blistering, nausea, vomiting, diarrhea, urinary tract irritation, initial excitement, convulsions and central nervous system depression. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)
2,4,5-trimethoxybenzaldehyde
2,4,5-Trimethoxybenzaldehyde Use and Manufacturing
/Alkoxybenzaldehydes/, useful as intermediates for pharmaceuticals and agrochemicals, are prepared by reaction of alkoxybenzenes with dialkylformamide in 1 or ... 2 solvents selected from benzene, alkylbenzenes, alkyl ethers, hydrocarbons or esters in the presence of ... 1 reagent deselected from phosgene, phosphorus ocychloride, and thionyl choride. ... 2,4,5-Trimethoxybenzaldehyde was prepared in 99.3% yield by the ... process.
fly attractant 2,4,5-Trimethoxybenzaldehyde is used in the synthesis of stilbene and hydrostibene derivatives as potential anticancer agents, inhibiting tubulin. Also used in the synthesis of HIV-RT inhibitors. A selective Cox-2 inhibitor.
Benzaldehyde, 2,4,5-trimethoxy-: ACTIVE|Asarylaldehyde was identified as an active component from the distillate of the essential oil of the root of Indian calamus. Asarylaldehyde was attractive to male & female Mediterranean fruit flies & female oriental fruit flies. Of the 3 positional isomers of asarylaldehyde only the 3,4,5-isomer showed activity.|UV (355 NM) irradiation of trans-isoasarone formed cis-isoasarone and asaronaldehyde.|In electrochemical substitution ... product of direct electrochemical oxidation using 3,4,5-trimethoxytoluene or 3,5-dimethoxy-4-hydroxypyridine
Computed Properties
Molecular Weight:196.20
XLogP3:1.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:196.07355886
Monoisotopic Mass:196.07355886
Topological Polar Surface Area:44.8
Heavy Atom Count:14
Complexity:183
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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