6-Benzylaminopurine

Base Information

• Chemical Name: 6-Benzylaminopurine
• CAS No.: 1214-39-7
• Deprecated CAS: 124786-41-0,3458-19-3,3458-19-3
• Molecular Formula: C12H11N5
• Molecular Weight: 225.253
• Hs Code.: 2933.90
• European Community (EC) Number: 214-927-5
• NSC Number: 40818
• UNII: KXG6A989PS
• DSSTox Substance ID: DTXSID7032630
• Nikkaji Number: J1.764G
• Wikipedia: 6-benzylaminopurine
• Wikidata: Q419946
• Metabolomics Workbench ID: 48475
• ChEMBL ID: CHEMBL228862
• Mol file: 1214-39-7.mol

Synonyms:1H-purin-6-amine, n-(phenylmethyl)-;6-(n-benzylamino)purine;6-BA cpd;6-benzyladenine;6-benzylaminopurin;6-benzylaminopurine;9H-purin-6-amine, n-(phenylmethyl)-;adenine, n-benzyl-;adenine, n6-benzyl-;benzylaminopurine;N(6)-benzyladenine;N-benzyladenine;N-benzyladenine, monopotassium salt;N-benzyladenine, monosodium salt;N6-benzyladenine

Chemical Property of 6-Benzylaminopurine

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 3.3 mm Hg ( 20 °C)
• Melting Point: 229-233 °C
• Refractive Index: n20/D 1.418(lit.)
• Boiling Point: 529.388 °C at 760 mmHg
• PKA: 9.36±0.20(Predicted)
• Flash Point: 273.964 °C
• PSA: 66.49000
• Density: 1.393 g/cm³
• LogP: 2.03800
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble
• Water Solubility.: Soluble in water, methanol and acetone. Slightly soluble in ethyl acetate and dichloromethane and toluene. Insoluble in n-hexane
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 225.10144537
• Heavy Atom Count: 17
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

6-Benzyladenine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 9-24/25-37/39-26-36-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Plant Growth Regulators
• Canonical SMILES: C1=CC=C(C=C1)CNC2=NC=NC3=C2NC=N3
• 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.

Technology Process of 6-Benzylaminopurine

There total 33 articles about 6-Benzylaminopurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

6-chloropurine (87-42-3) + benzylamine (100-46-9) → 6-benzyladenine (1214-39-7)

Guidance literature:

With triethylamine; In ethanol; for 5h; Reflux;

Reference yield: 92.0%

N6-Benzyladenosine (4294-16-0) → 6-benzyladenine (1214-39-7)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 3h; Reagent/catalyst; Temperature;

DOI:10.1039/c8ob00223a

Reference yield: 80.0%

phenylmagnesium bromide + Benzotriazol-1-ylmethyl-(9H-purin-6-yl)-amine (111098-24-9) → 6-benzyladenine (1214-39-7)

Guidance literature:

In diethyl ether; at 25 ℃; for 16h;

upstream raw materials:

N₆-benzoyladenine

6-chloro-7H-purine

benzylamine

6-(methylthio)-1H-purine

Downstream raw materials:

Benzyl-(9-vinyl-9H-purin-6-yl)-amine

6-benzylamino-9-(2-chloroethyl)purine

6-benzylamino-9-(2-bromoethyl)purine

6-benzylamino-9-(3-chloropropyl)purine

Refernces

• 1、 Tedder, Martina E.,Nie, Zhe,Margosiak, Stephen,Chu, Shaosong,Feher, Victoria A.,Almassy, Robert,Appelt, Krzysztof,Yager, Kraig M.. "Structure-based design, synthesis, and antimicrobial activity of purine derived SAH/MTA nucleosidase inhibitors". . p. 3165 - 3168. Retrieved 2004.
• 2、 Skinner,Shive. "-". . p. 6692. Retrieved 1955.
• 3、 van Eyk,Veldstra. "-". . p. 457,461. Retrieved 1966.
• 4、 Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua. "Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis". supporting information. p. 146 - 153. Retrieved 2020/03/10.