6-Chloroguanineriboside

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Names

[ CAS No. ]:
2004-07-1

[ Name ]:
6-Chloroguanineriboside

[Synonym ]:
(−)-2-Amino-6-chloropurine riboside 6-Chloroguanine riboside
6-Chloroguanineriboside
2-Amino-6-chloro-9-(β-D-ribofuranosyl)purine
6-Chloro-9-(β-D-ribofuranosyl)-9H-purin-2-amine
EINECS 217-905-3
(−)-2-Amino-6-chloropurine riboside
6-CHLOROGUANOSINE
2-Amino-6-chloropurine Riboside
6-Chloroguanine nucleoside
6-CHLOROADENOSINE
6-Chloroguanosine2
MFCD00005735
2-Amino-6-chloropurine-9--D-riboside
9H-Purin-2-amine, 6-chloro-9-β-D-ribofuranosyl-
6-Chloroguanine riboside
2-amino-6-chloro purineriboside

Chemical & Physical Properties

[ Density]:
2.2±0.1 g/cm3

[ Boiling Point ]:
729.9±70.0 °C at 760 mmHg

[ Melting Point ]:
165-167 °C (dec.)(lit.)

[ Molecular Formula ]:
C10H12ClN5O4

[ Molecular Weight ]:
301.69

[ Flash Point ]:
395.2±35.7 °C

[ Exact Mass ]:
301.057770

[ PSA ]:
139.54000

[ LogP ]:
-0.59

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.912

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 2',3',5'-Tri-O-acetyl-2-aMino-6-chloropurine Riboside
  • D-RIBULOSE 5-PHOSPHATE DISODIUM SALT
  • 2-Amino-6-chloropurine
  • 7-methylguanosine iodide
  • Guanosine
  • 2',3',5'-Triacetylguanosine
  • Methanol
  • 2-amino-6-chloro-9-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)purine
  • tetraacetylribofuranose

DownStream

  • 2,6-diaminopurine 2',3'-didehydro-2',3'-dideoxyriboside
  • 2,6-diaminopurine 2',3'-dideoxyriboside
  • 2-amino-9-(β-D-ribofuranosyl)purine
  • 6-Chloro-2-iodo-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
  • 2-Iodoadenosine
  • Guanosine, 6-seleno-
  • 6-O-Methyl Guanosine
  • 9H-Purin-2-amine,9-(2-deoxy-b-D-erythro-pentofuranosyl)-
  • (2S,3R,4S,5R)-2-((6-CHLORO-2-IODO-9H-PURIN-9-YL)OXY)-5-(HYDROXYMETHYL)TETRAHYDROFURAN-3,4-DIOL
  • 2',3',5'-Tri-O-acetyl-2-aMino-6-chloropurine Riboside

Articles

Preparative electrochemical reduction of 2-amino-6-chloropurine and synthesis of 6-deoxyacyclovir, a fluorescent substrate of xanthine oxidase and a prodrug of acyclovir.

Acta Chem. Scand. B 41 , 701-707, (1987)

D.c. polarography of 2-amino-6-chloropurine in aqueous medium over a broad pH range revealed two diffusion waves, the first of which corresponds to reduction of the C(6)-Cl bond, leading to formation ...

Synthesis of a mutagenic nucleoside, 2'-deoxy-2-(p-nitrophenyl)-adenosine.

Nucleic Acids Symp. Ser. 17 , 141-143, (1986)

The reaction of 2-amino-6-chloropurine riboside with i-amyl nitrite in benzene in the presence of Cu2O, followed by treatment with NH3/MeOH gave 2-phenyladenosine (1). The crude sample of 1 was found ...

Synthesis of 6-arylthio analogs of 2',3'-dideoxy-3'-fluoroguanosine and their effect against hepatitis B virus replication.

Nucleosides Nucleotides Nucleic Acids 25 , 655-665, (2006)

A key compound, 2-amino-6-chlor-9-(2,3-dideoxy-3-fluoro-beta-D-erythro-pentofuranosyl)puine, was prepared from 2-amino-6-chloropurine riboside in 5 steps, then subjected to the nucleophilic displaceme...


More Articles

Related Compounds

  • 6-(17,19-Dimethylhenicosyl)tetrahydro-2H-pyran-2-dodecanoic acid methyl ester
  • 6-methoxyaromadendrin 3-O-acetate
  • 6,6,6-trifluoro-5-hydroxy-2,2-dimethyl-5-(trifluoromethyl)hexan-3-one
  • 6-methyl-1,3-thiazinane-2-thione
  • 6-chloro-3-[(dimethylamino)methyl]-3H-2-benzothiophen-1-one,hydrochloride
  • 6-(4-T-BUTYLPHENYL)-6-OXOHEXANOIC ACID
  • 4-Hydroxy-2-oxobutanoic acid
  • 3-ethyl-1,7-dimethyl-8-(1-phenylethyl)-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione
  • 8-(4-(2-chlorobenzyl)piperazin-1-yl)-7-(2-fluorobenzyl)-3-methyl-1H-purine-2,6(3H,7H)-dione
  • methyl 2-(4-(7-allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazin-1-yl)acetate
  • 7-(2,4-dichlorobenzyl)-3-methyl-8-(piperazin-1-yl)-1H-purine-2,6(3H,7H)-dione
  • N-(2-(ethylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)-3,4-dimethoxybenzenesulfonamide
  • 8-[4-(2-hydroxyethyl)piperazin-1-yl]-3-methyl-7-[3-(pyrimidin-2-ylsulfanyl)propyl]-2,3,6,7-tetrahydro-1H-purine-2,6-dione
  • benzyl 2-(4-(7-allyl-3-methyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)piperazin-1-yl)acetate
  • 7-isopentyl-3-methyl-8-(4-(naphthalen-1-ylmethyl)piperazin-1-yl)-1H-purine-2,6(3H,7H)-dione
  • 7-[(2-Fluorophenyl)methyl]-3-methyl-8-{4-[(2-methylphenyl)methyl]piperazinyl}-1,3,7-trihydropurine-2,6-dione
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