Basic information
- CAS
2004-07-1- Standard SMILES
Nc1nc(Cl)c2ncn(C3OC(CO)C(O)C3O)c2n1- InChIKey
TXWHPSZYRUHEGT-ACJOCUEISA-N- Molecular formula
- C10H12ClN5O4
- Average molar mass
- 301.69 g/mol
Names & identifiers
- Preferred name
- 6-Chloroguanosine
- IUPAC
- 2-(2-amino-6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- 2-Amino-6-chloropurine Riboside
- Molecular formula
- C10H12ClN5O4
- Molecular weight
- 301.69
Names & synonyms
MLS00260863734793-10-76-ChloroguanosineNSC445862-(2-amino-6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diolCHEMBL34117SCHEMBL12987511DTXSID90942041HMS3091K22NSC-44586NSC125627(-)-2-Amino-6-chloropurine riboside
Show more names
6-Cl-GrNSC 445862-Amino-6-chL6-CHLOROADENOSINE6-Chloroguanosine2oropurine ribosideendogenous proteinRegadenoson Impurity 406-CHLOROGUANINE RIBOSIDE
(-)-2-Amino-6-chloropurine ribozideNSC-125627SB67365NCGC00096086-01NCGC00161958-01DS-16881PD200200SMR001527383
Database identifiers
- CAS
2004-07-1、34793-10-7- PubChem CID
- 239492
- DTXSID
DTXSID90942041- ChEMBL
CHEMBL34117
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 140 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 367
Physicochemical properties
- Melting point
- 165 · 165-167 °C (dec.)(lit.)
- Boiling point
- 729.9 · 729.9±70.0 °C(Predicted)
- Density
- 1.8359 · 1.8359 (rough estimate)
- refractive index
- -38 ° · -38 ° (C=0.1, H2O)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO, Methanol
- form
- Powder
- pka
- 13.05 · 13.05±0.70(Predicted)
- color
- White to Off-white
- InChIKey
- TXWHPSZYRUHEGT-ACJOCUEISA-N
- CAS DataBase Reference
- 2004 · 2004-07-1(CAS DataBase Reference)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H332-H335
- Precautionary statements
- 261 · P261-P280-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25-36-26
- WGK Germany
- 3 · 3
- Hazard Note
- Irritant
- HS Code
- 29349990 · 29349990
Safety & regulation
Safety data
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25-36-26
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
Uses2-Amino-6-chloropurine riboside (1) is a a novel class of inhibitors of endogenous protein degradation for the preparation of a number of important purine nucleoside derivatives. For example, 6-thioguanosine 2 and 6-selenoguanosine 3 were prepared from a reaction of 1 and the corresponding sodium thiosulfate or potassium selenosulfate.1) 18O-labeled guanosine 4 was incubated from 1 with adenosine deaminase in (18O)-water.2) 2-Amino-6-ethoxypurine riboside 5 and 2-amino-N6-amino-N6-methyladenosine 6 were prepared by treatment of 1 with nucleophiles, sodium ethoxide and methylhydrazine, respectively.3,4) 2-Amino-N6-substituted purine analogues, as typified by 6, were reported as anti-malarial active compounds.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
4 records
Compound notes
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