ChemicalBook > CAS DataBase List > N-Benzyl-2-chloro-9H-purin-6-amine

N-Benzyl-2-chloro-9H-purin-6-amine

Product Name
N-Benzyl-2-chloro-9H-purin-6-amine
CAS No.
39639-47-9
Chemical Name
N-Benzyl-2-chloro-9H-purin-6-amine
Synonyms
6-Benzylamino-2-chloropurine;N-BENZYL-2-CHLORO-7H-PURIN-6-AMINE;N-Benzyl-2-chloro-9H-purin-6-amine;2-Chloro-N-(phenylmethyl)-1H-purin-6-amine;9H-Purin-6-amine, 2-chloro-N-(phenylmethyl)-
CBNumber
CB41509304
Molecular Formula
C12H10ClN5
Formula Weight
259.69
MOL File
39639-47-9.mol
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N-Benzyl-2-chloro-9H-purin-6-amine Property

Melting point:
239-241℃
Boiling point:
407.7±55.0 °C(Predicted)
Density 
1.49
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Chloroform, DMSO, Ethyl Acetate
form 
Solid
pka
7.11±0.20(Predicted)
color 
White
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
C368865
Product name
2-Chloro-N-(phenylmethyl)-1H-purin-6-amine
Packaging
100mg
Price
$165
Updated
2021/12/16
AK Scientific
Product number
5206AB
Product name
N-Benzyl-2-chloro-9H-purin-6-amine
Packaging
1g
Price
$205
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0143397
Product name
N-BENZYL-2-CHLORO-9H-PURIN-6-AMINE
Purity
95.00%
Packaging
1G
Price
$329.7
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
63658
Product name
2-Chloro-N-(phenylmethyl)-1H-purin-6-amine
Packaging
100mg
Price
$650
Updated
2021/12/16
Ambeed
Product number
A199508
Product name
N-Benzyl-2-chloro-9H-purin-6-amine
Purity
95%
Packaging
250mg
Price
$46
Updated
2021/12/16
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N-Benzyl-2-chloro-9H-purin-6-amine Chemical Properties,Usage,Production

Uses

2-Chloro-N-(phenylmethyl)-1H-purin-6-amine is an intermediate in the synthesis of Olomoucine (O567000), a purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.

Synthesis

5451-40-1

100-46-9

39639-47-9

Synthesis of N-benzyl-2-chloro-9H-purin-6-amine (4): 2,6-dichloropurine (110 mg, 0.52 mmol) was suspended in n-butanol (3 mL) and benzylamine (57 mg, 0.52 mmol) and triethylamine (72 mg, 0.79 mmol) were added sequentially. The reaction mixture was heated at 60 °C with stirring for 15 min. Upon completion of the reaction, the precipitate was collected by filtration and washed sequentially with water (20 mL) and methanol (10 mL), followed by drying in air overnight to give off-white solid product 4 (130 mg, 95% yield). The product was characterized as follows: melting point 262 °C; EI/MS m/z (relative abundance): 259 (19, M+), 260 (14), 261 (17%), 106 (100), 91 (77); 1H NMR (400 MHz, DMSO-d6) δ 8.15 (s, 1H), 7.25-7.34 (m, 5H), 4.66 (d J = 6 Hz, 2H); 13C NMR (100 MHz, DMSO-d6) δ 155.0 (s), 153.1 (s), 150.7 (s), 140.2 (d, 1JC-H = 200 Hz), 139.6 (s), 128.5 (d, 2JC-H = 158 Hz), 127.5 (d, 3JC-H = 157 Hz), 127.0 (d, 4JC-H = 158 Hz), 118.1 (s), 43.4 (t, 2JC-H = 139 Hz).

References

[1] Organic Process Research and Development, 2009, vol. 13, # 3, p. 641 - 644
[2] Synthetic Communications, 2010, vol. 40, # 12, p. 1856 - 1866
[3] Patent: WO2012/51296, 2012, A2. Location in patent: Page/Page column 40
[4] Archiv der Pharmazie, 1999, vol. 332, # 6, p. 187 - 190
[5] Nucleosides, Nucleotides and Nucleic Acids, 2011, vol. 30, # 7-8, p. 503 - 511

N-Benzyl-2-chloro-9H-purin-6-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Benzyl-2-chloro-9H-purin-6-amine Suppliers

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39639-47-9, N-Benzyl-2-chloro-9H-purin-6-amineRelated Search:


  • N-Benzyl-2-chloro-9H-purin-6-amine
  • 2-Chloro-N-(phenylmethyl)-1H-purin-6-amine
  • 6-Benzylamino-2-chloropurine
  • N-BENZYL-2-CHLORO-7H-PURIN-6-AMINE
  • 9H-Purin-6-amine, 2-chloro-N-(phenylmethyl)-
  • 39639-47-9