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Kinetin

Kinetin structure

Kinetin 

structure
  • CAS No:

    525-79-1

  • Formula:

    C10H9N5O

  • Chemical Name:

    Kinetin

  • Synonyms:

    9H-Purin-6-amine,N-(2-furanylmethyl)-;Adenine,N-furfuryl-;1H-Purin-6-amine,N-(2-furanylmethyl)-;Adenine,N6-furfuryl-;N-(2-Furanylmethyl)-9H-purin-6-amine;FAP;N-Furfuryladenine;Kinetin;2-Furanmethanamine,N-1H-purin-6-yl-;Kinetin (plant hormone);6-(Furfurylamino)purine;6-Furfuryladenine;N6-(Furfurylamino)purine;N6-Furfuryladenine;KT;NSC 23119;525-80-4;33446-70-7

  • Categories:

    Agrochemicals  >  Plant Growth Regulators

Description

Kinetin (N6-furfuryladenine) belongs to a group of plant growth hormones involved in cell division, differentiation and other physiological processes.IC50 Value: Target:Kinetin is one of the widely used components in numerous skin care cosmetics and cosmeceuticals, such as Valeant products kinerase. Recently, kinetin has the potential to be a treatment for the human splicing disease familial dysautonomia.in vitro: Kinetin-induced cell death reflected by the morphological changes of nucle


Solid


Kinetin is a member of the class of 6-aminopurines that is adenine carrying a (furan-2-ylmethyl) substituent at the exocyclic amino group. It has a role as a geroprotector and a cytokinin. It is a member of furans and a member of 6-aminopurines.|Kinetin is a cytokinin which are plant hormones promotes cell division and plant growth. It was shown to naturally exist in DNA of organisms including humans and various plants. While kinetin is used in tissue cultures to produce new plants, it is also found in cosmetic products as an anti-aging agents.|A furanyl adenine found in PLANTS and FUNGI. It has plant growth regulation effects.

Kinetin Basic Attributes

215.21

215.21

21703

208-382-2

P39Y9652YJ

23119

DTXSID9035175

Platelets from absolute ethanol

29349990

Characteristics

79.6

0.60 (est)

white crystalline

1.49 g/cm3

266.5 °C

367.6±52.0 °C at 760 mmHg

269-271°C

1.774

soluble in water (<1 mg/ml) at 25°C, Acetic acid (49.00-51.00 mg/ml), DMSO (43 mg/ml) at 25°C, ethanol (<1 mg/ml) at 25°C, 0.1 N Sodium hydroxide (1% w/v), methanol (slightly), and dilute aqueous hydrochloric acid or sodium hydroxide (freely).

−20°C

1.8X10-9 mm Hg at 25 deg C (est)

LD50 intraperitoneal in mouse: 450mg/kg

Henry's Law constant= 1.2X10-14 atm-cu m/mole at 25 °C (est)

pKa1 = 2.7; pKa2 = 9.9

144.1 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Hydroxyl radical reaction rate constant = 3.1X10-10 cu cm/molec-sec at 25 °C (est)

Safety Information

NONH for all modes of transport

3

68-36/37/38

23-24/25-22-36/37/39-27-26

AU6270000

Xi

Irritant

Stable under normal shipping and handling conditions. However, may decompose if heated.

P201, P202, P281, P308+P313, P405, P501

H341

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.|Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.|Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Cytokinin. EPA 078-R-95-025 December 1995. The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of February 6, 2006: http://www.epa.gov/pesticides/reregistration/status.htm]

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.|After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.

Wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.|Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them.|Indoor Applications. When using total release foggers to control pests, use no more than the amount needed and to keep foggers away from ignition sources (ovens, stoves, air conditioners, space heaters, and water heaters, for example). Foggers should not be used in small, enclosed places such as closets and cabinets or under tables and counters.|Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.

Toxicity

The effects of a long-term (15 day) or short-term (3 or 15 h) treatment with 1 mM aluminium on peroxidase activity, lipid peroxidation and multiplication rate (15 day) were evaluated in Lemna minor L. Kinetin or citrate were administered together with Al in the culture medium in the long-term study or immediately after Al treatment in the short-term study, to mitigate Al toxicity. ... Increments in enzyme activity and lipid peroxidation and a decrease in multiplication rate were observed after Al treatments. Citrate was capable of lowering the Al-induced increase in peroxidase activity in the long- and short-term treatments. The large increase in lipid peroxidation induced by Al was blocked by kinetin and, to a lesser extent, by citrate; the latter more effectively limited the decrease in multiplication rate induced by Al.

LD50 Rat oral >5 g/kg /Cytokinins/|LD50 Rabbit percutaneous >2 g/kg /Cytokinins/|LD50 Mouse ip 450 mg/kg

Kinetin's production may result in its release to the environment through various waste streams; it's use as a plant growth regulator(1) will result in its direct release to the environment(SRC). Kinetin is also used in cosmetic products to reduce the appearance of wrinkles, hyperpigmentation and roughness of the skin(2).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 612(SRC), determined from a structure estimation method(2), indicates that kinetin is expected to have low mobility in soil(SRC). Volatilization of kinetin from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.2X10-14 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Kinetin is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.8X10-9 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2006).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 612(SRC), determined from a structure estimation method(2), indicates that kinetin is 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 1.2X10-14 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 0.60(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2006).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), kinetin, which has an estimated vapor pressure of 1.8X10-9 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase kinetin may be removed from the air by wet and dry deposition(SRC).

Kinetin is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(1).

An estimated BCF of 3 was calculated for kinetin(SRC), using an estimated log Kow of 0.60(1) and a regression-derived equation(2). According to a classification scheme(3), 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 for kinetin can be estimated to be 612(SRC). According to a classification scheme(2), this estimated Koc value suggests that kinetin is expected to have low mobility in soil(SRC).

The Henry's Law constant for kinetin is estimated as 1.2X10-14 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that kinetin is expected to be essentially nonvolatile from water surfaces(2). Kinetin is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.8X10-9 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to kinetin may occur through dermal contact with this compound at workplaces where kinetin is produced or used(SRC). Kinetin is added to cosmetic products to reduce the appearance of wrinkles, hyperpigmentation and roughness of the skin(1); therefore, dermal exposure may occur for people using these products(SRC). Kinetin is used on a variety of food crops as a plant growth regulator(2); therefore, it is likely that exposure will occur through ingestion of foods to which kinetin has been applied(SRC).

Drug Information

Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. 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 normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mg/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin bums with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

/OTHER TOXICITY INFORMATION/ ... The amount of kinetin in urine taken from unhealthy patient's lung carcinoma was established to be 0.5 ng in 20 ml and a 100-fold reduced amount in healthy subjects.|/OTHER TOXICITY INFORMATION/ ... An addition of 40 to 200 microM kinetin (Kn) in the culture medium of human diploid fibroblasts can both delay the onset and decrease the extent of many of the ageing characteristics that appear during serial passaging of normal cells in culture.

6 Furfuryladenine

Kinetin Use and Manufacturing

Methods of Manufacturing

Structure and synthesis from furfurylamine and 6-methylmercaptopurine: Miller et al. J Am Chem Soc 78: 1375 (1956); US 2903455

Uses

Plant growth regulator.To augment growth of microbial cultures:BE 632589 (1963 to Hoechst). Mainly used for plant hormones and cytokinins. A cytokinin plant growth regulator; used as a biochemical reagent and biological hormone

Liquid concentrate|Other products mixtures: Cytoplex HMS (+4-indol-3-ylbutyric acid + gibberellic acid), Green Sol 48 (+ gibberellic acid).|Trade names: X-Cyte; X-Cyto|Trade names: Cytex, Nitrozyme, Cytogen, and Burst Yield Booster|Manufacturing products: Form not identified/liquid- 0.01 to 0.01%; Soluble concentrate/liquid- 0.0040 to 0.0120%. End use products: Flowable concentrate- 0.004 to 0.0096%; Liquid-ready to use- 0.00008 to 0.00008%; Soluble concentrate/liquid- 0.0003 to 0.0400%.

9H-Purin-6-amine, N-(2-furanylmethyl)-: ACTIVE|Cytokinins are a group of naturally occurring plant growth regulators, all derivatives of adenine. They are often extracted commercially from seaweeds, but occur in most other plants. Important natural cytokinins include: kinetin, called 'synthetic cytokinin' because, although naturally occurring, it is not found in plants; zeatin, first isolated from corn (Zea mays); and 6-isopentenylaminopurine, isolated from tissue cultures of tobacco. Many synthetic cytokinins, e.g. 6-benzylaminopurine (q.v.) are now known. /Cytokinins/

Cosmetics -> Skin conditioning

Computed Properties

Molecular Weight:215.21
XLogP3:1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:215.08070993
Monoisotopic Mass:215.08070993
Topological Polar Surface Area:79.6
Heavy Atom Count:16
Complexity:239
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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