Cladribine structure, CAS 4291-63-8

Cladribine

CAS Number4291-63-8

SynonymsLitak; CDA; 2-Chloro-2'-deoxyadenosine; 2-Chloro-9-(2-deoxy-β-D-arabinofuranosyl)adenine; 2-Chloro-2'-deoxy-adenosine; CldAdo; EINECS 224-427-9; MFCD00153939; (2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxyméthyl)tétrahydrofuran-3-ol; 2-chloro-6-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine; Cladrivine; 2-Chloro-6-amino-9-(2-deoxy-b-D-erythro-pentofuranosyl)purine; Cladaribine; (2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol; 2-Chlorodeoxyadenosine; leustatin; (2R,3S,5R)-5-(6-Amino-2-chlor-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol; 2-Chloro-2'-deoxy-b-adenosine; 2-Chloro-2'-deoxy-β-adenosine; 2-CL-DADO; Cladribine; Movectro; Leustati

Molecular FormulaC10H12ClN5O3

Molecular Weight285.69

Purity≥98 (HPLC)%

Density2.0±0.1 g/cm3

Boiling Point547.6±60.0 °C at 760 mmHg

Melting Point181-185 °C(lit.)

Flash Point

Appearancepowder or crystals

EINECS

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9009825 Purity: ≥98 (HPLC)%
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Quality Control of [ 4291-63-8 ] Purity: ≥98 (HPLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number4291-63-8
Catalog No.2A-9009825
Chinese Name克拉利宾
SynonymsLitak; CDA; 2-Chloro-2'-deoxyadenosine; 2-Chloro-9-(2-deoxy-β-D-arabinofuranosyl)adenine; 2-Chloro-2'-deoxy-adenosine; CldAdo; EINECS 224-427-9; MFCD00153939; (2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxyméthyl)tétrahydrofuran-3-ol; 2-chloro-6-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine; Cladrivine; 2-Chloro-6-amino-9-(2-deoxy-b-D-erythro-pentofuranosyl)purine; Cladaribine; (2R,3S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol; 2-Chlorodeoxyadenosine; leustatin; (2R,3S,5R)-5-(6-Amino-2-chlor-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol; 2-Chloro-2'-deoxy-b-adenosine; 2-Chloro-2'-deoxy-β-adenosine; 2-CL-DADO; Cladribine; Movectro; Leustati
Molecular FormulaC10H12ClN5O3
Molecular Weight285.69
Purity≥98 (HPLC)
Density2.0±0.1 g/cm3
Boiling Point547.6±60.0 °C at 760 mmHg
Melting Point181-185 °C(lit.)
Appearancepowder or crystals
Storage ConditionKeep away from light, ventilated and dry, sealed
ApplicationCladribine is an adenosine deaminase inhibitor that can act on hairy cell leukemia and multiple sclerosis.
PubChem ID24892693
MDL NumberMFCD00153939
SMILESNc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3
InChI1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1
InChI KeyPTOAARAWEBMLNO-KVQBGUIXSA-N
NACRES CodeNA.51
UNSPSC41106305
Hazard SymbolsTransport
MSDSmsds/9825_1_4291_63_8.pdf
BioactivityCladribine is an adenosine deaminase inhibitor used to treat hairy cell leukemia and multiple sclerosis. Target: Adenosine DeaminaseCladribine possesses concentration-dependent apoptosis-inducing potential in the HSB2 cells. Cladribine inhibits growth of primary mast cell (MC) and the MC line HMC-1 in a dose-dependent manner, with lower IC50 values recorded in HMC-1.2 cells harboring KIT D816V compared to HMC-1.1 cells lacking KIT D816V. Cladribine (0.7-3.5 mM) and/or diltiazem (2.4 mM), is injected intraperitoneally into adult zebrafish and red blood cell (RBC) lysates are assayed by HPLC for levels of purine nucleotides (e.g. ATP), potential biomarkers of cardiovascular health. Diltiazem increased RBC ATP concentrations, which are inhibited by co-injection of cladribine. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Adenosine Deaminase Research Areas >> Cardiovascular Disease References [1]. Guchelaar, H.J., et al., Apoptosis- and necrosis-inducing potential of cladribine, cytarabine, cisplatin, and 5-fluorouracil in vitro: a quantitative pharmacodynamic model. Cancer Chemother Pharmacol, 1998. 42(1): p. 77-83. [2]. Bohm, A., et al., In vitro and in vivo growth-inhibitory effects of cladribine on neoplastic mast cells exhibiting the imatinib-resistant KIT mutation D816V. Exp Hematol, 2010. 38(9): p. 744-55. [3]. Klein, L.C., P.K. Yeung, and J.N. Berman, Cladribine inhibits a diltiazem-induced increase in red blood cell purine nucleotide concentrations in a zebrafish model. Biomarkers, 2009. 14(8): p. 554-9. Chemical & Physical Properties Density 2.0±0.1 g/cm3 Boiling Point 547.6±60.0 °C at 760 mmHg Melting Point 181-185 °C(lit.) Molecular Formula C10H12ClN5O3 Molecular Weight 285.687 Flash Point 285.0±32.9 °C Exact Mass 285.062866 PSA 119.31000 LogP 0.02 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.871 Storage condition 2-8°C Stability Store in Freezer
Use ofProperties Articles78 Name cladribine Synonym More Synonyms Cladribine Biological Activity Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Adenosine Deaminase Research Areas >> Cardiovascular Disease References [1]. Guchelaar, H.J., et al., Apoptosis- and necrosis-inducing potential of cladribine, cytarabine, cisplatin, and 5-fluorouracil in vitro: a quantitative pharmacodynamic model. Cancer Chemother Pharmacol, 1998. 42(1): p. 77-83. [2]. Bohm, A., et al., In vitro and in vivo growth-inhibitory effects of cladribine on neoplastic mast cells exhibiting the imatinib-resistant KIT mutation D816V. Exp Hematol, 2010. 38(9): p. 744-55. [3]. Klein, L.C., P.K. Yeung, and J.N. Berman, Cladribine inhibits a diltiazem-induced increase in red blood cell purine nucleotide concentrations in a zebrafish model. Biomarkers, 2009. 14(8): p. 554-9. Chemical & Physical Properties Exact Mass 285.062866 PSA 119.31000 Index of Refraction 1.871 Stability Store in Freezer
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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