6-Chloroguanineriboside

Modify Date: 2026-07-04 22:04:21

6-Chloroguanineriboside Structure
6-Chloroguanineriboside structure
 Common Name 6-Chloroguanineriboside
CAS Number 2004-07-1 Molecular Weight 301.69
Density 2.2±0.1 g/cm3 Boiling Point 729.9±70.0 °C at 760 mmHg
Molecular Formula C10H12ClN5O4 Melting Point 165-167 °C (dec.)(lit.)
MSDS USA Flash Point 395.2±35.7 °C

 Use of 6-Chloroguanineriboside


6-Chloroguanineriboside (6-Chloroguanosine) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name 2-Amino-6-chloropurine-9-riboside
Synonym More Synonyms

 6-Chloroguanineriboside Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 6-Chloroguanineriboside (6-Chloroguanosine) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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
InChIKey TXWHPSZYRUHEGT-VKJDSPIKSA-N
SMILES Nc1nc(Cl)c2ncn(C3OC(CO)C(O)C3O)c2n1
Storage condition −20°C

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Articles3

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

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...

 6-ChloroguanineribosideBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Concentration required to inhibit HSV type 1 strain HF induced cytopathogenic affects...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL694222
Name: Concentration required to inhibit HSV type 2 strain MS induced cytopathogenic affects...
Source: ChEMBL
Target: Human alphaherpesvirus 2
External Id: CHEMBL689436
Name: Cell survival assay for modulators of telomere damage signalling
Source: 15378
Target: N/A
External Id: TELO_02
Name: In vitro antiviral activity in secondary cultures of rabbit kidney cells infected wit...
Source: ChEMBL
Target: Human alphaherpesvirus 2
External Id: CHEMBL687718
Name: In vitro antiviral activity in secondary cultures of rabbit kidney cells infected wit...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL877527
Name: Inhibition of ATPgammaS-BODIPY binding to Thermotoga maritima His-tagged HK853 expres...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4020051
Name: Antiviral activity against SARS-CoV Frankfurt1 in Vero E6 cells by plaque reduction a...
Source: ChEMBL
Target: Severe acute respiratory syndrome-related coronavirus
External Id: CHEMBL887577
Name: Inhibition of cytopathic effect in Bacillus anthracis Sterne infected mouse RAW264.7 ...
Source: ChEMBL
Target: Bacillus anthracis
External Id: CHEMBL925842
Name: Inhibition of inosine/L-alanine-induced Bacillus anthracis Sterne 34F2 spore germinat...
Source: ChEMBL
Target: Bacillus anthracis
External Id: CHEMBL1690567
Name: Antibacterial activity against Bacillus anthracis Sterne 34F2 infected in mouse J774A...
Source: ChEMBL
Target: Bacillus anthracis
External Id: CHEMBL1690568
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(−)-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
6-Chloroguanine riboside
2-amino-6-chloro purineriboside

 6-Chloroguanineriboside | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the LogP of 2-Amino-6-chloropurine-9-riboside?
A: LogP of 2-Amino-6-chloropurine-9-riboside is -0.59.
Q: What is the SMILES notation of 2-Amino-6-chloropurine-9-riboside?
A: SMILES notation of 2-Amino-6-chloropurine-9-riboside is Nc1nc(Cl)c2ncn(C3OC(CO)C(O)C3O)c2n1.
Q: What are the downstream products of 2-Amino-6-chloropurine-9-riboside?
A: Related downstream products(CAS) of 2-Amino-6-chloropurine-9-riboside: 109881-25-6;107550-73-2;4546-54-7;5987-76-8;35109-88-7;29411-74-3;7803-88-5;3616-24-8;313477-85-9;16321-99-6.
Q: What is the safety information for 2-Amino-6-chloropurine-9-riboside?
A: Safety information for 2-Amino-6-chloropurine-9-riboside: S24/25.
Q: What is the English name of 2-Amino-6-chloropurine-9-riboside?
A: The English name of 2-Amino-6-chloropurine-9-riboside is 2-Amino-6-chloropurine-9-riboside.
Q: What is the molecular weight of 2-Amino-6-chloropurine-9-riboside?
A: Molecular weight of 2-Amino-6-chloropurine-9-riboside is 301.69.
Q: What is the melting point of 2-Amino-6-chloropurine-9-riboside?
A: Melting point of 2-Amino-6-chloropurine-9-riboside is 165-167 °C (dec.)(lit.).
Q: What are the uses of 2-Amino-6-chloropurine-9-riboside?
A: Main uses of 2-Amino-6-chloropurine-9-riboside: 6-Chloroguanineriboside (6-Chloroguanosine) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Q: What are the storage conditions for 2-Amino-6-chloropurine-9-riboside?
A: Storage conditions for 2-Amino-6-chloropurine-9-riboside: −20°C.
Q: What are the upstream materials of 2-Amino-6-chloropurine-9-riboside?
A: Related upstream materials(CAS) of 2-Amino-6-chloropurine-9-riboside: 16321-99-6;108321-99-9;10310-21-1;81100-62-1;118-00-3;6979-94-8;67-56-1;3387-63-1;28708-32-9.

 6-Chloroguanineribosidefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

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Chemsrc provides 6-Chloroguanineriboside(CAS#:2004-07-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of 6-Chloroguanineriboside are included as well.>> amp version: 6-Chloroguanineriboside

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