6-Chloroguanosine

HCID 239492

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

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

Safety & regulation

Safety data

wgk
3
hs_code
29349990
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi

Chemistry & industry

Applications · 1 item

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.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]

Related reactions

4 records

Compound notes

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