6-(Furfurylamino)purine

Names

[ CAS No. ]:
525-79-1

[ Name ]:
6-(Furfurylamino)purine

[Synonym ]:
6-Furfurylaminopurine,N6-Furfuryladenine
N-(2-Furylmethyl)-7H-purin-6-amine
N-furfuryl-7H-purin-6-amine
N-(2-Furylmethyl)-3H-purin-6-amine
N-(Furan-2-ylmethyl)-1H-purin-6-amine
MFCD00075757
7H-Purin-6-amine, N-(2-furanylmethyl)-
T56 BM DN FN HNJ IM1- BT5OJ
cytokinin
fap
EINECS 208-382-2
N-(2-furanylmethyl)-1H-purin-6-amine
QUINETINE
6-(Furfurylamino)purine
Kinetin
N-Furfuryl-Adenine
Kiniten
N6-Furfuryladenine
N-(Furan-2-ylmethyl)-9H-purin-6-amine
3H-Purin-6-amine, N-(2-furanylmethyl)-
6-Furfurylaminopurine
KINETINE
N6-(2-Furylmethyl)-9H-purin-6-amine
N(Sup6)-Furfuryladenine
N-(furan-2-ylmethyl)-7H-purin-6-amine
Adenine, N-furfuryl-
N-Furfuryladenine
Kinetina
T56 BM DN GN INJ FM1- BT5OJ

Biological Activity

[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 nuclei including their invagination, volume increase, chromatin condensation and degradation as well as formation of micronuclei showed by AO/EB and 4,6-diamidino-2-phenylindol staining was accompanied by changes including increase in conductivity of cell electrolytes secreted to culture media, decrease in the number of the G1- and G2-phase cells and appearance of fraction of hypoploid cells as the effect of DNA degradation without ladder formation [1]. The plant cytokinin kinetin dramatically increases exon 20 inclusion in RNA isolated from cultured FD cells [3].in vivo: Subjects received 23.5 mg/Kg/d for 28 d. An increase in WT IKBKAP mRNA expression in leukocytes was noted after 8 d in six of eight individuals; after 28 d, the mean increase compared with baseline was significant (p = 0.002) [2].Toxicity: On mice with leukaemia P388, kinetin has no effect on the tumour growth, and it appears to be toxic at the dose of 25 mg/kg [4].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research Areas >> Neurological Disease

[References]

[1]. Kunikowska A, et al. Kinetin induces cell death in root cortex cells of Vicia faba ssp. minor seedlings. Protoplasma. 2013 Aug;250(4):851-61.

[2]. Axelrod FB, et al. Kinetin improves IKBKAP mRNA splicing in patients with familial dysautonomia. Pediatr Res. 2011 Nov;70(5):480-3.

[3]. Hims MM, et al. Therapeutic potential and mechanism of kinetin as a treatment for the human splicing disease familial dysautonomia. J Mol Med (Berl). 2007 Feb;85(2):149-61.

[4]. Griffaut B, et al. Cytotoxic effects of kinetin riboside on mouse, human and plant tumour cells. Int J Biol Macromol. 2004 Aug;34(4):271-5.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
367.6±52.0 °C at 760 mmHg

[ Melting Point ]:
269-271 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₀H₉N₅O

[ Molecular Weight ]:
215.211

[ Flash Point ]:
176.1±30.7 °C

[ Exact Mass ]:
215.080704

[ PSA ]:
79.63000

[ LogP ]:
-0.56

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.774

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU6270000

CHEMICAL NAME :: Adenine, N-furfuryl-

CAS REGISTRY NUMBER :: 525-79-1

LAST UPDATED :: 199710

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C10-H9-N5-O

MOLECULAR WEIGHT :: 215.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 450 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Human Leukocyte

DOSE/DURATION :: 100 umol/L

REFERENCE :: EXPEAM Experientia. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1945- Volume(issue)/page/year: 32,29,1976 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
68-36/37/38

[ Safety Phrases ]:
S23-S24/25-S22

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AU6270000

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Related Compounds

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