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N6-(delta 2-Isopentenyl)-adenine

CAS No.
2365-40-4
Chemical Name:
N6-(delta 2-Isopentenyl)-adenine
Synonyms
N6-Isopentenyladenine;2IP;TRIACANTHINE;6-(3,3-DIMETHYLALLYLAMINO)PURINE;6-(Y;6-(γ;iPeAde;Enadenine;N6-iPeAde;NSC 106958
CBNumber:
CB6342247
Molecular Formula:
C10H13N5
Molecular Weight:
203.24
MDL Number:
MFCD00132998
MOL File:
2365-40-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-17 09:03:53

N6-(delta 2-Isopentenyl)-adenine Properties

Melting point 218-220 °C
Boiling point 318.1±52.0 °C(Predicted)
Density 1.28±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMF (Slightly), Methanol (Slightly)
form Solid
pka 9.36±0.20(Predicted)
color White to Off-White
Major Application agriculture
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
SMILES N1C2C(=NC=NC=2NC/C=C(\C)/C)NC=1
EWG's Food Scores 1
FDA UNII V500BB256Z
UNSPSC Code 10171502
NACRES NA.72

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  2933599590
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

N6-(delta 2-Isopentenyl)-adenine price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D5912 6-(γ,γ-Dimethylallylamino)purine BioReagent, plant cell culture tested, ≥90% 2365-40-4 1g $162 2026-04-30 Buy
Sigma-Aldrich D5912 6-(γ,γ-Dimethylallylamino)purine BioReagent, plant cell culture tested, ≥90% 2365-40-4 5g $633 2026-04-30 Buy
TCI Chemical I1197 6-(γ,γ-Dimethylallylamino)purine 2365-40-4 1G $144 2026-04-30 Buy
Cayman Chemical 17906 N6-(Δ2-Isopentenyl)adenine ≥98% 2365-40-4 100mg $36 2026-04-30 Buy
Cayman Chemical 17906 N6-(Δ2-Isopentenyl)adenine ≥98% 2365-40-4 500mg $86 2026-04-30 Buy
Product number Packaging Price Buy
D5912 1g $162 Buy
D5912 5g $633 Buy
I1197 1G $144 Buy
17906 100mg $36 Buy
17906 500mg $86 Buy

N6-(delta 2-Isopentenyl)-adenine Chemical Properties, Uses, Production

Uses

N6-(2-Isopentenyl)adenine can be used in biological study for cytokinins stimulated expression of stress-related proteins and transcripts in Arabidopsis thaliana with isopentenyltransferase overexpression.

Description

A purine alkaloid, this base was first isolated from the leaves of Gleditsia triacanthus L., and subsequently discovered in Chidlowia sanguinea and Holar_x0002_rhena floribunda (G. Don.) Dur. et Schinz. The free alkaloid forms colourless crystals and yields crystalline salts and derivatives, e.g. the hydrochloride, m.p. 218-9°C; hydrobromide, m.p. 215-6°C; sulphate, two salts are formed with m.p. 175-6°C and 216-7°C respectively depending upon the amount of acid used in their preparation; picrate, m.p. 246-7°C (dec.); picrolonate, m.p. 229-231 0 C; methiodide, m.p. 227-9°C and the N-benzyl derivative, m.p. 150°C. Oxidation of the alkaloid with KMn04 gives 7-(2:3-dihydroxy-3-methylbutyl)-6-aminopurine which, on periodate oxidation, furnishes 7-(formylmethyl)- 6-aminopurine and Me2CO. Heating the base with Ba(OHh gives one mole each of NH3, C02 and 4-N-(r:r-dimethylallyl)-N-amino-imidazole-5-carboxamide.

Uses

N6-(2-Isopentenyl)adenine can be used in biological study for cytokinins stimulated expression of stress-related proteins and transcripts in Arabidopsis thaliana with isopentenyltransferase overexpression.

Uses

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.

Definition

ChEBI: A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group.

Biochem/physiol Actions

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 is used in Schenk and Hildebrandt medium to support in vitro propagation of microshoot cultures from shoot tips of Genista plants.

References

Belikov, Ban'kowsky, Tsarev.,J. Gen. Chern., USSR, 24,919 (1954)
Janot, Cave, Goutarel., Bull. Soc. Chirn. Fr., 896 (1959)
Monseur, Adriaens.,J. Pharrn. Belg., 279 (1960)
Leonard, Deyrup., J. Arner. Chern. Soc., 84, 2148 (1962)
Leonard, Laursen.,J. Org. Chern., 27, 1778 (1962)
Belikov., Ref. Zh. Khirn., 13Zh608 (1970)

870-63-3
2365-40-4
Synthesis of N6-(delta 2-Isopentenyl)-adenine from 3,3-Dimethylallyl bromide

N6-(delta 2-Isopentenyl)-adenine Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 342)
Supplier Tel Email Country ProdList Advantage
Zhengzhou Kangshan Biological Co., Ltd. +86-0371-55023472 13663848272 2584787837@qq.com China 238 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Taizhou Chemedir Biopharm-tech. Co., Ltd 0523-86200218 18994667082 sale1_cmd@chemedir.com China 58 64
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Wuhu Huaren Science and Technology Co., Ltd. 5842013 18155347026 xujuan@hdpharm.com China 255 64
XiaoGan ShenYuan ChemPharm co,ltd 15527621225; 15527621225 1791901229@qq.com China 6742 52
China Langchem Inc. 0086-21-58956006 China 7798 57
Shanghai Sphchem Co., Ltd. 021-56491756 13512199871 2819742715@qq.com China 3994 55
Wuhan Fortuna Chemical Co., Ltd 027-59207852 13308628970 buy@fortunachem.com China 2691 58
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652 sales@meilune.com China 4765 58

View Latest Price from N6-(delta 2-Isopentenyl)-adenine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-(γ,γ-Dimethylallylamino)purine pictures 2026-07-17 6-(γ,γ-Dimethylallylamino)purine
2365-40-4
$41.00-67.00 99.89% 10g TargetMol Chemicals Inc.
enadenine pictures 2026-07-14 enadenine
2365-40-4
1kg 99 20tons Qingdao Trust Agri Chemical Co.,Ltd
N6-(delta 2-Isopentenyl)-adenine pictures 2025-04-04 N6-(delta 2-Isopentenyl)-adenine
2365-40-4
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
  • enadenine pictures
  • enadenine
    2365-40-4
  • $0.00
  • 99
  • Qingdao Trust Agri Chemical Co.,Ltd

N6-(delta 2-Isopentenyl)-adenine Spectrum

6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)-PURINE N6-[2-ISOPENTENYL]ADENINE N6-(DELTA2-ISOPENTENYL)ADENINE 2-iP N6-(2-Isopentenyl)adenine 6-(gamma,gamma-dimethylallylamino)*purine commerc 6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E COMMERCIA 6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E PLANT CEL 6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E, PLANT CE 6-(GAMMA,GAMMA-DIMETHYLALLYLAMINO)*PURIN E SOLUTION N6-(2-Isopentenyl)-adenosin 1H-Purin-6-amine, N-(3-methyl-2-butenyl)- 6-(gamma,gamma-Dimethylallylamino)purine Solution (1.0 mg/mL) N6-(delta 2-Isopentenyl)-adenine, reagent grade, ≥98.5% Enadenine N-(3-Methylbut-2-en-1-yl)-7H-purin-6-aMine 3-methylbut-2-enyl(7H-purin-6-yl)amine N-(3-methylbut-2-enyl)-7H-purin-6-amine 6-(γ,γ-Dimethylallylamino)purine,2iP, N6-(2-Isopentenyl)adenine 6-(y,y-Dimethylallylamino)purine 9H-Purin-6-aMine,N-(3-Methyl-2-buten-1-yl)- N-(3-Methylbut-2-en-1-yl)-9H-purin-6-aMine 6-(gamma,gamma-Dimethylallylamino)purine Vetec(TM) reagent grade, >=98.5% N6-(delta 2-Isopentenyl)-adenine, >=99% N6-[2-ISOPEHTYL] ADENINEextrapure N-Isopentenyladenine iPeAde N-(3-Methyl-2-butenyl)-1H-purin-6-amine N6-iPeAde N6-ISOPENTENYLADENINE (iP) N6-dimethylallyladenine 2iP SOLUTION (1 mg/mL) NSC 106958 2ip、6-(γ,γ-Dimethylallylamino)purine N6-(delta 2-Isopentenyl)-adenine (2-IP) N6-(2-lsopentenyl)adenine Isoamyl alkenyl adenine 6-(Y N6-dimethylallyladenine (2-IP) N6-[2-Isopentenyl] Adenine extrapure, 98% 97.0% (2-iP) riboside [6-(g-g-Dimethylallylamino)purine] Plant Culture Tested 2IP,6-(gamma,gamma-dimethylallylamino)purine Tenofovir Impurity 122 (Isopentenyl-Adenine) N6-(2-lsopentenyl)adenine|||Triacanthine 6-(γ,γ-Dimethylallylamino)purine, 10 mM in DMSO 6-(γ,γ-Dimethylallylamino)purine 6-(γ γ-Dimethylallylamino)purine 2IP 6-(3,3-DIMETHYLALLYLAMINO)PURINE N6-Isopentenyladenine TRIACANTHINE 2365-40-4 C10H13N5 Plant Tissue Culture Plant Biotechnology Plant Growth Regulators Cytokinins BioChemical