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6-Benzylaminopurine

CAS No.
1214-39-7
Chemical Name:
6-Benzylaminopurine
Synonyms
BA;6-BA;N-BUTYL ACRYLATE;BAP;6-BENZYLADENINE;BENZYLADENINE;BUTYL 2-PROPENOATE;aminopurine;ACRYLIC ACID BUTYL ESTER;Benzylaminopurine
CBNumber:
CB6740007
Molecular Formula:
C12H11N5
Molecular Weight:
225.25
MDL Number:
MFCD00005572
MOL File:
1214-39-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
6-Benzylaminopurine solution 1 mg/mL, suitable for plant cell culture B3274 50 mL $44.7
6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 13151 1g $40
6-Benzylaminopurine - CAS 1214-39-7 - Calbiochem Plant cell division factor. 200241 1G $60.9
6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 13151 5G $93.4
6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 13151 25g $179
More product size

6-Benzylaminopurine Properties

Melting point 230-233 °C
Boiling point 145 °C(lit.)
Density 0.899 g/mL at 20 °C
vapor density >1 (vs air)
vapor pressure 3.3 mm Hg ( 20 °C)
refractive index n20/D 1.418(lit.)
Flash point 103 °F
storage temp. 2-8°C
solubility H2O: soluble
form Liquid
pka 9.36±0.20(Predicted)
color White to very faint yellow
Odor Characteristic acrylic.
Water Solubility Soluble in water, methanol and acetone. Slightly soluble in ethyl acetate and dichloromethane and toluene. Insoluble in n-hexane.
BRN 19406
Henry's Law Constant 1.1×108 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Incompatible with strong oxidizing agents.
Major Application food and beverages
Cosmetics Ingredients Functions HAIR CONDITIONING
InChI 1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)
InChIKey NWBJYWHLCVSVIJ-UHFFFAOYSA-N
SMILES C(Nc1ncnc2nc[nH]c12)c3ccccc3
LogP 1.570
CAS DataBase Reference 1214-39-7(CAS DataBase Reference)
EWG's Food Scores 5
FDA UNII KXG6A989PS
NIST Chemistry Reference 1H-purin-6-amine, n-(phenylmethyl)-(1214-39-7)
EPA Substance Registry System N-Benzyladenine (1214-39-7)
UNSPSC Code 77101502
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H361fd-H410
Precautionary statements  P202-P264-P270-P273-P301+P312-P308+P313
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22-22
Safety Statements  9-24/25-37/39-26-36-23
RIDADR  UN 2348 3/PG 3
WGK Germany  3
RTECS  UD3150000
8
TSCA  TSCA listed
HS Code  29335995
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 2
Repr. 2
Hazardous Substances Data 1214-39-7(Hazardous Substances Data)
Toxicity LD50 orl-rat: 2125 mg/kg TOIZAG 19,336,72
NFPA 704
1
2 0

6-Benzylaminopurine price More Price(97)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B3274 6-Benzylaminopurine solution 1 mg/mL, suitable for plant cell culture 50 mL $44.7 2026-04-30 Buy
Sigma-Aldrich 13151 6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 1214-39-7 1g $40 2026-04-30 Buy
Sigma-Aldrich 200241 6-Benzylaminopurine - CAS 1214-39-7 - Calbiochem Plant cell division factor. 1214-39-7 1G $60.9 2026-04-30 Buy
Sigma-Aldrich 13151 6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 1214-39-7 5G $93.4 2026-04-30 Buy
Sigma-Aldrich 13151 6-Benzylaminopurine ReagentPlus?, ≥99.0% (HPLC) 1214-39-7 25g $179 2026-04-30 Buy
Product number Packaging Price Buy
B3274 50 mL $44.7 Buy
13151 1g $40 Buy
200241 1G $60.9 Buy
13151 5G $93.4 Buy
13151 25g $179 Buy

6-Benzylaminopurine Chemical Properties,Uses,Production

Chemical Properties

Colorless to off-white or yellow powder. Corrosive. Insoluble in water, slightly soluble in ethanol, stable in acid and alkali.

Uses

6-Benzylaminopurine is a plant growth regulator that belongs to the class of first generation synthetic cytokinin used in agriculture.
6-Benzylaminopurine has been used:
to induce sprouting in plant materials.
in seed germination medium for culturing of seeds.
to modify Murashige and Skoog (MS) media for shoot initiation.
inhibitor of respiratory kinase in plants.
6-Benzylaminopurine, benzyl adenine (BAP) is a synthetic cytokinin which together with auxins elicits plant growth and development responses. BAP is a widely use cytokinin supplement to plant growth media such as Murashige and Skoog medium, Gamborg’s medium, and Chu’s N6 medium.

Application

6-Benzylaminopurine solution has been used as a component in the Murashige & Skoog medium (MS) for culturing mandarin explants and plantlets of Dendrocalamus asper (Schultes f.). It has also been used as a supplement in Nitsch and Nitsch medium (NN) of grapevine explants.

Preparation

synthesis of 6-benzylaminopurine: To 5g hypoxanthine, add 20mL SOCl2, 0.25g DMAP, 10gBTC dissolved in 20mL SOCl2. Heat and add BTC/SOCl2 dropwise. Reflux (refrigerant cooling) to complete dissolution, steam out SOCl2 (containing phosgene, which is used for recovery), evaporated (drained), cooled to room temperature to obtain a milky yellow solid (6-chloropurine and DMAP.Hcl). Directly add 4g benzylamine and 25g triethylamine to it, heat to 70~80 ℃, or microwave heating, until the 6-chloropurine reaction is complete (TLC monitoring), add ethanol, the solid filtered out is washed with ethanol, and dried to obtain 7 g of product 6-benzylaminopurine with a brown color.
Preparation and biological activity of 6-benzylaminopurine derivatives in plants and human cancer cells

Definition

ChEBI: 6-Benzylaminopurine is a member of the class of 6-aminopurines that is adenine in which one of the hydrogens of the amino group is replaced by a benzyl group. It has a role as a plant metabolite and a cytokinin. It derives from an adenine.

General Description

6-Benzylaminopurine is a plant growth regulator that belongs to the class of first generation synthetic cytokinin used in agriculture commodities.

Health Hazard

6-benzylaminopurine (6-BA) is widely used in agriculture and horticulture as plant growth regulator. Its excessive use may pose a potential risk to both environment and human health, which is causing great concern. Vapor is irritating when breathed at high concentrations. Contact with liquid causes irritation of skin and burning of eyes; Vapors cause a slight smarting of the eyes or respiratory system if present in high concentrations; If spilled on clothing and allowed to remain, may cause smarting and reddening of the skin.

Agricultural Uses

6-Benzylaminopurine is a plant growth promoter, is the first applied synthetic cytokinin, mainlyused as a broad- spectrum plant growth regulator. It can be used inagriculture, horticulture, for plants at different stages, from germination to harvest. It enhance the shape of apples and to increase the fruit set in pears. It increases the yield of pistachios and tomatoes. Not listed for use in EU countries. Registered for use in the U.S.

Trade name

ABG® 3034; ACCEL®; AGTROL®; 6-BA®; BA® (growth stimulant); CHRYSAL BVB®; EXILIS®; PERLAN®; PROMALIN®; SD® 4901; SQ® 4609

Biological Activity

Cell permeable: no', 'Km = 1 nM in stimulating Ca2+ influx', 'Primary Target
P2-purinergic receptors', 'Product does not compete with ATP.', 'Reversible: no

Safety Profile

Moderately toxic by ingestion andskin contact. Human mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.

Synthesis

6-Chloropurine

87-42-3

Benzylamine

100-46-9

6-Benzylaminopurine

1214-39-7

The general procedure for the synthesis of 6-benzylaminopurine from 6-chloropurine and benzylamine was as follows: 154.5 g (1 mol) of 6-chloropurine was dissolved in 200 mL of ethanol, triethylamine (1.2 mol) was added, followed by the slow dropwise addition of 118 g (1.1 mol) of benzylamine. The reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, ethanol was removed by rotary evaporation, water was added to the residue and extracted three times with ethyl acetate. The organic layers were combined and dried by rotary evaporation to give 216 g of white needle-like solid 6-benzylaminopurine in 96.0% yield.

Potential Exposure

A polyamine plant growth regulator used to lengthen and enhance the shape of apples and to increase the fruit set in pears. It increases the yield of pistachios and tomatoes. Not listed for use in the EU countries.

Shipping

UN3259 Amines, solid, corrosive, n.o.s, or Polyamines, solid, corrosive, n.o.s., Hazard class: 8; Labels: 8—Corrosive material, Technical Name Required.

Purification Methods

It is purified by recrystallisation from aqueous EtOH. It has at 207 and 270nm (H2O), 268 nm max (pH 6), 274nm (0.1 N HCl) and 275nm (0.1 N NaOH). [Daly J Org Chem 21 1553 1956, Bullock et al. J Am Chem Soc 78 3693 1956, Beilstein 26 III/IV 3575.]

Incompatibilities

May react with strong oxidizers such as chlorates, peroxides, nitrates, etc. May release heat on contact with water. Solid and corrosive amines are chemical bases. Neutralize acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate flammable gaseous hydrogen in combination with strong reducing agents, such as hydrides.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

References

[1] Patent: CN106883233, 2017, A. Location in patent: Paragraph 0051; 0052
[2] Tetrahedron, 2007, vol. 63, # 24, p. 5323 - 5327
[3] Advanced Synthesis and Catalysis, 2015, vol. 357, # 1, p. 185 - 195
[4] Patent: WO2016/11394, 2016, A1. Location in patent: Page/Page column 125; 126
[5] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 21, p. 4728 - 4732

87-42-3
100-46-9
1214-39-7
Synthesis of 6-Benzylaminopurine from 6-Chloropurine and Benzylamine
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