Benzyladenine supplier | CasNO.1214-39-7

Name
Benzyladenine
EINECS 214-927-5
CAS No. 1214-39-7
Article Data54
CAS DataBase
Density 1.393 g/cm³
Solubility soluble in water
Melting Point 229-233 °C
Formula C₁₂H₁₁N₅
Boiling Point 529.388 °C at 760 mmHg
Molecular Weight 225.253
Flash Point 273.964 °C
Transport Information UN 2348 3/PG 3
Appearance white to light yellow crystalline powder
Safety 9-24/25-36/37/39-26-23
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 6-Benzylamino Purine;6-Benzylaminopurine ( 6-BA);Benzylaminopurine;6-Benzylaminopurine (6BA);6-Benzyl Adenine(6-Benzyl Aminopurine);6-Benzylaminopurine;BA;6-Benzylaminopurine *;6-Benzylamino purine (6-BA);N-benzyl-7H-purin-6-amine;Paturyl;N-Benzyl-9H-purin-6-amine;N-(Phenylmethyl)-1H-purin-6-amine;BA (growth stimulator);6-(Benzylamino)purine;Prestwick_414;6-Benzylaminopurine (6-BA);N6-Benzyladenine;BAP (growth stimulant);N(6)-Benzylaminopurine;1H-Purin-6-amine,N-(phenylmethyl)-;Aminopurine, 6-benzyl;6-Benzyl Aminopurine;6-benzylaminopurine BA;6-(n-Benzyl) Aminopurin;N-6-Benzyladenine;benzyl(purin-6-yl)amine;9H-Purin-6-amine, N-(phenylmethyl)-;
PSA 66.49000
LogP 2.03800

Synthetic route

: 87-42-3
6-chloropurine

: 100-46-9
benzylamine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
With triethylamine In ethanol for 5h; Reflux;	96%
at 100℃; for 0.0833333h; microwave irradiation;	95%
With indium(III) chloride In acetonitrile at 120℃; for 1h; Microwave irradiation; regioselective reaction;	93%

: 4294-16-0
N6-Benzyladenosine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 3h; Reagent/catalyst; Temperature;	92%

: phenylmagnesium bromide

: 111098-24-9
Benzotriazol-1-ylmethyl-(9H-purin-6-yl)-amine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
In diethyl ether at 25℃; for 16h;	80%

: 19769-32-5
6-methylsulfonylpurine

: 100-46-9
benzylamine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
In butan-1-ol for 0.75h; Substitution;	78.2%

: 7-benzyl-6-benzylamino-2-chloropurine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal In ethanol under 760 Torr; for 15h; Hydrogenation;	69%

: 20194-18-7
sodium phenyl-methanolate

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
at 130℃; for 17h;	55%

: 7387-58-8, 80007-24-5
6-N-2',3',5'-tri-O-tetraacetyladenosine

A: 1214-39-7
6-benzyladenine

B: 18646-11-2
α-D-ribofuranosyl-1-phosphate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C 2: methanol; ammonia / 48 h / 20 °C 3: potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase / 37 °C / pH 7.5 / aq. buffer; Enzymatic reaction View Scheme

: 1338578-76-9
N6-acetyl-2',3',5'-tri-O-acetyl-N6-benzyladenosine

A: 1214-39-7
6-benzyladenine

B: 18646-11-2
α-D-ribofuranosyl-1-phosphate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; ammonia / 48 h / 20 °C 2: potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase / 37 °C / pH 7.5 / aq. buffer; Enzymatic reaction View Scheme

: 100-39-0
benzyl bromide

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 20 °C 2: methanol; ammonia / 48 h / 20 °C 3: potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase / 37 °C / pH 7.5 / aq. buffer; Enzymatic reaction View Scheme

: 4294-16-0
N6-Benzyladenosine

A: 1214-39-7
6-benzyladenine

B: 18646-11-2
α-D-ribofuranosyl-1-phosphate

Conditions

Conditions	Yield
With Escherichia coli purine nucleoside phosphorylase at 25℃; pH=7.5; Kinetics; aq. phosphate buffer; Enzymatic reaction;
With potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase at 37℃; pH=7.5; Equilibrium constant; aq. buffer; Enzymatic reaction;

: 100-52-7
benzaldehyde

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium methanolate / methanol / 3 h / 55 °C 2: sodium tetrahydroborate / methanol / 20 °C View Scheme

: 709619-15-8
C12H9N5

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃;

: C16H15N5O2

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
With propylamine In methanol at 20℃;

: 68-94-0
Allopurinol

: 100-46-9
benzylamine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 75℃; for 4h; Temperature; Reagent/catalyst;	18.2 g

: 68-94-0
Allopurinol

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bis(trichloromethyl) carbonate; dmap; thionyl chloride / Reflux; Green chemistry 2: triethylamine / ethanol / Reflux; Inert atmosphere View Scheme

: 68-94-0
hypoxanthine

: 1214-39-7
6-benzyladenine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trichlorophosphate; N,N-dimethyl-aniline / 760.05 Torr / Heating 2: water / 0.75 h / 100 °C / Green chemistry View Scheme

: 59278-00-1
2-acetoxyethyl acetoxymethyl ether

: 1214-39-7
6-benzyladenine

: 173205-63-5
9-<(2-acetoxyethoxy)methyl>-6-benzylaminopurine

Conditions

Conditions	Yield
With aluminum oxide; silica gel for 0.0666667h; microwave irradiation;	95%

: 78-94-4
methyl vinyl ketone

: 1214-39-7
6-benzyladenine

: 1-(butan-3-one-1-yl)-6-benzylaminopurine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In dimethyl sulfoxide at 70℃; for 2h; Michael addition;	94%

: 107-04-0
1-Bromo-2-chloroethane

: 1214-39-7
6-benzyladenine

: 120593-22-8
6-benzylamino-9-(2-chloroethyl)purine

Conditions

Conditions	Yield
With sodium hydroxide; (C8H17)4NBr In water; benzene at 80℃; for 0.5h; Product distribution; other catalyst, other solvent, other reaction time, other temperature;	90%
With sodium hydroxide; (C8H17)4NBr In water; benzene at 80℃; for 0.5h;	90%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	82%

: 292638-85-8
acrylic acid methyl ester

: 1214-39-7
6-benzyladenine

: 3-(6-benzylamino-purin-9-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium hydroxide at 25℃; for 2h; Michael addition;	90%
With 1-methyl-1H-imidazole In dimethyl sulfoxide at 70℃; for 2h; Michael addition;	84%

: 141-32-2
acrylic acid n-butyl ester

: 1214-39-7
6-benzyladenine

: 1033400-03-1
3-(6-benzylamino-purin-9-yl)-propionic acid butyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide; zinc(II) oxide at 120℃; for 0.333333h; Michael addition; microwave irradiation;	89%

: 109-70-6
1,3-chlorobromopropane

: 1214-39-7
6-benzyladenine

: 120593-24-0
6-benzylamino-9-(3-chloropropyl)purine

Conditions

Conditions	Yield
With sodium hydroxide; (C8H17)4NBr In water; benzene at 80℃; for 1h;	85%

: 105-36-2
ethyl bromoacetate

: 1214-39-7
6-benzyladenine

: N6-benzyl-9-(ethoxycarbonylmethyl)adenine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 0.0833333h; microwave irradiation;	85%

: 106-93-4
ethylene dibromide

: 1214-39-7
6-benzyladenine

: 120593-27-3
6-benzylamino-9-(2-bromoethyl)purine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	82%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 40℃; for 1h; Product distribution; other reaction time, other temperature;	50%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane; water at 40℃; for 1h;	50%

: 107-04-0
1-Bromo-2-chloroethane

: 1214-39-7
6-benzyladenine

: 120593-26-2
Benzyl-(9-vinyl-9H-purin-6-yl)-amine

Conditions

Conditions	Yield
With sodium hydroxide; (C8H17)4NBr In water; benzene at 80℃; for 2.5h; Product distribution; other catalyst, other solvent, other reaction time, other temperature;	80%
With sodium hydroxide; (C8H17)4NBr In water; benzene at 80℃; for 2.5h;	80%

: 1214-39-7
6-benzyladenine

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 1527480-25-6
N-benzyl-9-(2,2-diethoxyethyl)-9H-purin-6-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 8h; Inert atmosphere;	80%

: 96-34-4
methyl chloroacetate

: 1214-39-7
6-benzyladenine

: 6-benzylamino-9-((methoxycarbonyl)methyl)-9H-purine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 160℃; for 0.133333h; microwave irradiation;	78%

: 108-05-4
vinyl acetate

: 1214-39-7
6-benzyladenine

: 1-(6-benzylaminoallopurin-9-yl)ethyl acetate

Conditions

Conditions	Yield
With D-aminoacylase from Escherichia coli (EC 3.5.1.81) In dimethyl sulfoxide at 50℃; for 96h;	77%
With [bmIm]OH at 50℃; for 24h; Markovnikov addition;	70%

: 5396-24-7
n-propyl chloracetate

: 1214-39-7
6-benzyladenine

: 6-benzylamino-9-((n-propoxycarbonyl)methyl)-9H-purine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 160℃; for 0.133333h; microwave irradiation;	76%

: 3874-54-2
4-(4-fluorophenyl)-4-oxo-n-butyl chloride

: 1214-39-7
6-benzyladenine

: cyclopropyl-{4-(6-(benzylamino)-9H-purin-9-yl)phenyl}methanone

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 140℃;	76%

: 1214-39-7
6-benzyladenine

: 75-26-3
isopropyl bromide

: 111853-20-4
6-benzylamino-9-isopropylpurine

Conditions

Conditions	Yield
With sodium hydroxide; (C8H17)4NBr In benzene for 3h; Heating;	75%
With potassium carbonate In dimethyl sulfoxide Alkylation;

: 68673-84-7
methyl 1,2,3-tri-O-acetyl-β-D-ribofuronate

: 1214-39-7
6-benzyladenine

: 1012864-67-3
methyl 1-[N6-(benzyl)adenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

Conditions

Conditions	Yield
Stage #1: 6-benzyladenine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 16h; Heating; Stage #2: methyl 1,2,3-tri-O-acetyl-β-D-ribofuronate With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 90℃; for 0.333333h; microwave irradiation; Further stages.;	75%

: copper (II) carbonate hydroxide

: 166826-77-3
(carboxymethyl(4-methylbenzyl)amino)acetic acid

: 7732-18-5
water

: 1214-39-7
6-benzyladenine

: [Cu(MEBIDA)(HBAP)(H2O)]·H2O

Conditions

Conditions	Yield
In isopropyl alcohol at 25 - 50℃; for 1h;	75%

...Expand

: 107-13-1
acrylonitrile

: 1214-39-7
6-benzyladenine

: 3-(6-benzylamino-purin-9-yl)-propionitrile

Conditions

Conditions	Yield
With triethylamine In water at 100℃; for 0.0833333h; Michael addition; microwave irradiation;	74%

: 110-87-2
3,4-dihydro-2H-pyran

: 1214-39-7
6-benzyladenine

: 2312-73-4
6-benzylamino-9-(2-tetrahydropyranyl)purine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In various solvent(s) for 2h; Addition; Heating;	71.4%

: 110-80-5
2-ethoxy-ethanol

: 1214-39-7
6-benzyladenine

: 1013022-32-6
benzyl-[9-(2-ethoxy-ethyl)-9H-purin-6-yl]-amine

Conditions

Conditions	Yield
With iodine; potassium carbonate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide for 9h; Reflux;	71%
With potassium carbonate; 1-n-butyl-3-methylimidazolim bromide; triethylamine; p-toluenesulfonyl chloride at 80℃; for 7h; Green chemistry; regioselective reaction;	64%
With potassium carbonate; triethylamine In N,N-dimethyl-formamide for 4h; Heating;	58%
With tetrachloromethane; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide for 5h; Reflux;	58%

: copper (II) carbonate hydroxide

: 57362-11-5
2,2'-((furan-2-ylmethyl)azanediyl)diacetic acid

: 1214-39-7
6-benzyladenine

: [Cu(FurIDA)(HBAP)]

Conditions

Conditions	Yield
In methanol; water at 25℃; for 0.5h;	70%

...Expand

: O,O‐diethyl 2-iodoethoxymethylphosphonate

: 1214-39-7
6-benzyladenine

A: O,O-diethyl((2-(6-(benzylamino)-7H-purin-7-yl)ethoxy)methyl)phosphonate

B: O,O-diethyl((2-(6-(benzylamino)-9H-purin-9-yl)ethoxy)methyl)phosphonate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; regioselective reaction;	A 3% B 70%

...Expand

Benzyladenine Consensus Reports

Reported in EPA TSCA Inventory.

Benzyladenine Specification

The Benzyladenine, with the CAS registry number 1214-39-7, is also known as Benzyl(purin-6-yl)amine. It belongs to the product categories of Pharmaceutical Raw Materials; Miscellaneous; Purine; Amines; Biochemistry; Cytokinins; Nucleobases and their analogs; Nucleosides, Nucleotides & Related Reagents; Plant Growth Regulators; Plant Hormones. Its EINECS number is 214-927-5. This chemical's molecular formula is C₁₂H₁₁N₅ and molecular weight is 225.25. What's more, its systematic name is N-Benzyl-7H-purin-6-amine. Its classification codes are: (1)Agricultural Chemical; (2)Growth Substances; (3)Growth regulator / Fertilizer; (4)Mutation data; (5)Plant growth regulators. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. This substance is a first-generation synthetic cytokinin that elicits plant growth and development responses, setting blossoms and stimulating fruit richness by stimulating cell division. It is an inhibitor of respiratory kinase in plants, and increases post-harvest life of green vegetables.

Physical properties of Benzyladenine are: (1)ACD/LogP: 2.164; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.15; (4)ACD/LogD (pH 7.4): 2.16; (5)ACD/BCF (pH 5.5): 25.36; (6)ACD/BCF (pH 7.4): 25.92; (7)ACD/KOC (pH 5.5): 349.77; (8)ACD/KOC (pH 7.4): 357.43; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 66.49 Å²; (13)Index of Refraction: 1.766; (14)Molar Refractivity: 66.899 cm³; (15)Molar Volume: 161.701 cm³; (16)Polarizability: 26.521×10^-24cm³; (17)Surface Tension: 80.4 dyne/cm; (18)Density: 1.393 g/cm³; (19)Flash Point: 273.964 °C; (20)Enthalpy of Vaporization: 80.442 kJ/mol; (21)Boiling Point: 529.388 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by 7(9)H-purin-6-ylamine and phenylmethanol; sodium salt at the temperature of 130 °C. The reaction time is 17 hours. The yield is about 55%.

Benzyladenine can be prepared by 7(9)H-purin-6-ylamine and phenylmethanol; sodium salt at the temperature of 130 °C

Uses of Benzyladenine: it can be used to produce by benzyl-(1-oxy-9H-purin-6-yl)-amine at the temperature of 30 °C. It will need regent MCPBA and solvent methanol with the reaction time of 20 hours. The yield is about 35%.

Benzyladenine can be used to produce by benzyl-(1-oxy-9H-purin-6-yl)-amine at the temperature of 30 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. You must avoid contact with skin and eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should keep the container in a well-ventilated place. You must not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: n1c(c2c(nc1)ncn2)NCc3ccccc3
(2)Std. InChI: 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)
(3)Std. InChIKey: NWBJYWHLCVSVIJ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1300mg/kg (1300mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 19, Pg. 336, 1972.
mouse	LD50	skin	> 5gm/kg (5000mg/kg)		Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 19, Pg. 336, 1972.
mouse	LD50	subcutaneous	> 2300mg/kg (2300mg/kg)		Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 19, Pg. 336, 1972.
rat	LD50	oral	2125mg/kg (2125mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE	Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 19, Pg. 336, 1972.

Product Name

Benzyladenine

Synthetic route

Benzyladenine Consensus Reports

Benzyladenine Specification

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