N-(furan-2-ylmethyl)-7H-purin-6-amine

• ChemBase ID: 72954
• Molecular Formular: C10H9N5O
• Molecular Mass: 215.21136
• Monoisotopic Mass: 215.08070993
• SMILES: c12c(c(ncn1)NCc1occc1)[nH]cn2
• Canonical SMILES: c1coc(c1)CNc1ncnc2c1[nH]cn2
• InChI: InChI=1S/C10H9N5O/c1-2-7(16-3-1)4-11-9-8-10(13-5-12-8)15-6-14-9/h1-3,5-6H,4H2,(H2,11,12,13,14,15)
• InChIKey: QANMHLXAZMSUEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(furan-2-ylmethyl)-7H-purin-6-amine; N-(furan-2-ylmethyl)-9H-purin-6-amine
• IUPAC Traditional name: 6 furfurylaminopurine; N6-furfuryladenine
• Synonyms: Kinetin hydrochloride; 6-Furfuryladenine; N6-Furfuryladenine; 6-Furfurylaminopurine; Cytokinin; Kinetin; Kinetin; 6-[(Fur-2-ylmethyl)amino]purine; 6-CHLOROPURINE; N^6-Furfuryladenine; N-(2-Furanylmethyl)-9H-purin-6-amine; 6-(Furfurylamino)purine; FAP; KT; Kinetin (plant hormone); N-Furfuryladenine; N6-(Furfurylamino)purine; NSC 23119; 6-Chloro-9H-purine; NSC 744; Kinetin; Kinetin solution; N(6)-Furfuryladenine; 激动素; 6-糠氨基嘌呤; N6-呋喃甲基腺嘌呤; 激动素 溶液; 呋喃甲基腺嘌呤

Database IDs

• CAS Number: 87-42-3; 177966-68-6; 525-79-1
• EC Number: 208-382-2; 201-745-6
• MDL Number: MFCD00075757
• Beilstein Number: 21703
• Merck Index: 145311
• PubChem SID: 162037874; 24896230; 24896214; 24896228; 24871751; 24896197
• PubChem CID: 3830

CALCULATED PROPERTIES

• Acid pKa: 9.866506
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.42497414
• LogD (pH = 7.4): 0.55013347
• Log P: 0.5554111
• Molar Refractivity: 59.0962 cm^3
• Polarizability: 21.65847 Å^3
• Polar Surface Area: 79.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMF; DMSO; H2O: soluble; Water
• Apperance: off-white amorphous powder; white crystalline; White Solid; Yellow Solid
• Melting Point: >300°C; 264-266°C (dec.); 264-270 °C (dec.)(lit.); 265-267°C (dec.); 269-271 °C (dec.); 269-271°C; ca 270°C dec.

Safety Information

• Storage Condition: 0°C; -20°C; -20°C Freezer; 2-8°C, Store Under Nitrogen, Protect from light
• Storage Warning: Irritant
• RTECS: AU6270000; UO7520000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: R:22
• Safety Statements: 23-24/25; S:36/37/39
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99%; >95%; ≥98% (TLC and HPLC); ≥99.0% (HPLC); 98%; 99%
• Concentration: 1 mg/mL
• Salt Data: Free Base
• Suitability: plant cell culture tested
• Ignition Residue: ≤0.05%
• Sterility: sterile-filtered
• Quality Level: GMP
• Empirical Formula (Hill Notation): C10H9N5O
• Classification: Rare Derivatives of Natural Compounds

DETAILS

MP Biomedicals - 02101369

Crystalline
Purity: ~99+%
We only offer this product as white crystals. Some dealers offer an off-white or yellow product. We have found that even the white crystals of other dealers do not equal our 99+% purity.

MP Biomedicals - 02102117

White crystals
Purity: >95%
Plant growth accelerator.

Selleck Chemicals - S2316

Research Area: Metabolic Disease
Biological Activity:
Kinetin(6-Furfuryladenine) is a kind of cytokinin, a class of plant hormone that promotes cell division. Kinetin is often used in plant tissue culture for inducing formation of callus (in conjunction with auxin) and to regenerate shoot tissues from callus. At present, kinetin is one of the widely used components in numerous skin care cosmetics and cosmeceuticals, such as Valeant products kinerase. [1]

Sigma Aldrich - K3253

Application
Kinetin is an adenine-type cytokinin phytohormone that is used in plant culture media such as Murashige & Skoog media in conjunction with auxins such as indole-3-acetic acid (IAA), Indole-3-butyric acid (IBA), 1-napthaleneacetic acid (NAA) or others to induce the fomation of callus and to regenerate plant tissues from callus.

Sigma Aldrich - K1885

Application
Kinetin is an adenine-type cytokinin phytohormone that is used in plant culture media such as Murashige & Skoog media in conjunction with auxins such as indole-3-acetic acid (IAA), indole-3-butyric acid (IBA), 1-napthaleneacetic acid (NAA) or others to induce the fomation of callus and to regenerate plant tissues from callus.

Sigma Aldrich - 48130

Other Notes
Plant growth regulator3,4
Biochem/physiol Actions
Kinetin has been studied as a treatment for many human disease states caused by pre-mRNA splicing errors, including familial dysautonomia1 and neurofibromatosis.2

Sigma Aldrich - K0753

Application
Kinetin is an adenine-type cytokinin phytohormone that is used in plant culture media such as Murashige & Skoog media in conjunction with auxins such as indole-3-acetic acid (IAA), indole-3-butyric acid (IBA), 1-napthaleneacetic acid (NAA) or others to induce the fomation of callus and to regenerate plant tissues from callus.

Sigma Aldrich - K3378

包装
1 g in poly bottle
5, 25 g in glass bottle
Application
Kinetin is an adenine-type cytokinin phytohormone that is used in plant culture media such as Murashige & Skoog media in conjunction with auxins such as indole-3-acetic acid (IAA), Indole-3-butyric acid (IBA), 1-napthaleneacetic acid (NAA) or others to induce the fomation of callus and to regenerate plant tissues from callus.

Toronto Research Chemicals - C379850

Shows antitumor activity against animal and human neoplasms

Toronto Research Chemicals - K570005

A cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures.

REFERENCES

• http://en.wikipedia.org/wiki/Kinetin
• Fry, D.W., et al.: Science, 265, 1093 (1994)
• Vesely, J., et al.: Eur. J. Biochem., 224, 771 (1994)
• Trelles, J., et al.: Biotechnol. Lett., 27, 759 (2005)
• Goudela, S., et al.: Mol. Membran. Biol., 23, 291 (2005)
• Goudela, S., et al.: Fung. Genet. Biol., 45, 459 (2005)
• Enhances the rate of cell-division in plants: Plant Physiol., 54, 644 (1974).