N-(3-methylbut-2-en-1-yl)-9H-purin-6-amine

• ChemBase ID: 6371
• Molecular Formular: C10H13N5
• Molecular Mass: 203.24372
• Monoisotopic Mass: 203.11709544
• SMILES: CC(=CCNc1c2nc[nH]c2ncn1)C
• Canonical SMILES: CC(=CCNc1ncnc2c1nc[nH]2)C
• InChI: InChI=1S/C10H13N5/c1-7(2)3-4-11-9-8-10(13-5-12-8)15-6-14-9/h3,5-6H,4H2,1-2H3,(H2,11,12,13,14,15)
• InChIKey: HYVABZIGRDEKCD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-methylbut-2-en-1-yl)-9H-purin-6-amine
• IUPAC Traditional name: ipade; N-(3-methylbut-2-en-1-yl)-9H-purin-6-amine
• Synonyms: N-(3-METHYLBUT-2-EN-1-YL)-9H-PURIN-6-AMINE; Zeatin; Isopentenyladenine; 2iP; 6-(γ,γ-Dimethylallylamino)purine; N^6-(Δ^2-Isopentenyl)adenine; 6-(γ,γ-DIMETHYLALLYLAMINO) PURINE; N6-(2-异戊烯基)腺嘌呤; 6-(γ,γ-二甲基烯丙基氨基)嘌呤

Database IDs

• CAS Number: 2365-40-4
• MDL Number: MFCD00132998
• PubChem SID: 24894153; 24894149; 24893984; 160969699
• PubChem CID: 92180

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.867981
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.99724567
• LogD (pH = 7.4): 1.1265212
• Log P: 1.1319374
• Molar Refractivity: 61.2109 cm^3
• Polarizability: 22.302963 Å^3
• Polar Surface Area: 66.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.2
• LOG S: -3.37
• Solubility (Water): 8.69e-02 g/l

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Mechanism of Action: Growth factor

Product Information

• Purity: ≥90%; ≥98.5%
• Concentration: 1 mg/mL
• Suitability: plant cell culture tested
• Biological Source: Isol. from Corynebacterium fascians
• Sterility: sterile-filtered
• Application(s): Highly active cytokinin
• Quality Level: GMP

DETAILS

MP Biomedicals - 02195144

[N^6 -(Δ^2 -Isopentenyl)adenine] Crystalline A plant cytokinin produced during mold development and a spore germination inhibitor. It also serves as a general kinase inhibitor.

DrugBank - DB08768

Drug information: experimental

Sigma Aldrich - D7674

Application
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP has been used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.

Sigma Aldrich - D5912

Application
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP has been used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.

Sigma Aldrich - D7660

Application
6-(γ,γ-Dimethylallylamino)purine (2iP) is a bacteria-derived riboside cytokinin used to grow plant tissues such as tobacco and soybean callus. 2iP is a precursor of the cytokinin Zeatin. 2iP has been used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.

REFERENCES

• Leonard, N.J. et al., Chem. Comm., 1967, 973, (synth)