342300
2-Amino-6-chloropurine
97%
Synonym(s):
6-Chloro-2-purinamine, 6-Chloroguanine
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About This Item
Empirical Formula (Hill Notation):
C5H4ClN5
CAS Number:
Molecular Weight:
169.57
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
233-686-7
Beilstein/REAXYS Number:
9626
MDL number:
Assay:
97%
Quality Level
assay
97%
mp
>300 °C (lit.)
functional group
chloro
SMILES string
Nc1nc(Cl)c2nc[nH]c2n1
InChI
1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)
InChI key
RYYIULNRIVUMTQ-UHFFFAOYSA-N
General description
2-Amino-6-chloropurine is a 6-substituted purine. Tautomeric purine forms of 2-amino-6-chloropurine were investigated by vibrational spectroscopy and quantum chemical method.
Application
2-Amino-6-chloropurine may be used:
- in the enzymatic synthesis of 2′-deoxyguanosine
- in the synthesis of 9-alkyl purines
- in the synthesis of (R)- and (S)-N-(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Synthesis of enantiomeric N-(2-phosphonomethoxypropyl) derivatives of purine and pyrimidine bases. II. The synthon approach.
Holy A, et al.
Collection of Czechoslovak Chemical Communications, 60(8), 1309-1409 (1995)
Jan Novák et al.
Organic letters, 5(5), 637-639 (2003-02-28)
Protecting the hydroxyl group in both 2-bromo-2-phenylethanol and 2-bromo-1-phenylethanol enhanced the alkylation of 2-amino-6-chloropurine to give corresponding 7- and 9-alkylated products. Subsequent hydrolysis and deprotection led to 7- and 9-hydroxy(phenyl)ethylguanines. 7-Hydroxy(phenyl)ethylguanines are major guanine adducts formed by interaction of styrene
V Balachandran et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 96, 340-351 (2012-06-19)
Two purine tautomers of 2-amino-6-chloropurine (ACP), in labeled as N(9)H(10) and N(7)H(10), were investigated by vibrational spectroscopy and quantum chemical method. The FT-IR and FT-Raman spectra of ACP have been recorded in the regions 4000-400 cm(-1) and 3500-100 cm(-1), respectively.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 342300-1G | 04061825753348 |
| 342300-5G | 04061832248998 |