Dabigatran

HCID 216210
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Basic information

CAS
211914-51-1
Standard SMILES
Cn1c(CNc2ccc(C(=N)N)cc2)nc2cc(C(=O)N(CCC(=O)O)c3ccccn3)ccc21
InChIKey
YBSJFWOBGCMAKL-UHFFFAOYSA-N
Molecular formula
C25H25N7O3
Average molar mass
471.5 g/mol
Monoisotopic mass
471.20188768

Names & identifiers

Preferred name
Dabigatran
IUPAC
3-[[2-[(4-carbamimidoylanilino)methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acid
English name
Dabigatran
Molecular formula
C25H25N7O3
Molecular weight
471.51

Names & synonyms

Dabigatran211914-51-1BIBR-953Pradaxa (dabigatran)BIBR 953 ZWI0VM4M70GCBIBR-953-ZW3-[[2-[(4-carbamimidoylanilino)methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acidCHEBI:70752DTXSID50175419N-((2-((p-Amidinoanilino)methyl)-1-methyl-5-benzimidazolyl)carbonyl)-N-2-pyridyl-beta-alaninebeta-Alanine, N-((2-(((4-(aminoiminomethyl)phenyl)amino)methyl)-1-methyl-1H-benzimidazol-5-yl)carbonyl)-N-2-pyridinyl-
Show more names
Dabigatran Etexilate MesilateBIB-953CS-1864BIBR 953BIBR 953ZWDabiga groupDabigatran APIDabigatran baseDabigatran (Acid)
3-((2-(((4-carbamimidoylphenyl)amino)methyl)-1-methylbenzimidazole-5-carbonyl)-pyridin-2-ylamino)propanoic acid3-((2-((4-carbamimidoylanilino)methyl)-1-methylbenzimidazole-5-carbonyl)-pyridin-2-ylamino)propanoic acid3-[[2-[[(4-carbamimidoylphenyl)amino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoic acidBETA-ALANINE, N-[[2-[[[4-(AMINOIMINOMETHYL)PHENYL]AMINO]METHYL]-1-METHYL-1H-BENZIMIDAZOL-5-YL]CARBONYL]-N-2-PYRIDINYL-RefChem:54923Etexilate Mesylate, DabigatranMesylate, Dabigatran EtexilateDTXCID4097910

Database identifiers

CAS
211914-51-1
PubChem CID
216210
DTXSID
DTXSID50175419
ChEMBL
CHEMBL48361
ChEBI
CHEBI:70752
UNII
I0VM4M70GC
EC Number
859-177-5
Nikkaji
J3.014.665D

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
150 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
9
Heavy atoms
35

Physicochemical properties

Melting point
268 · 268-272°C
Boiling point
797.1 · 797.1±70.0 °C(Predicted)
Density
1.38 · 1.38±0.1 g/cm3(Predicted)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
Aqueous Acid
form
Solid

Safety & regulation

Safety data

wgk
WGK 3
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H302
Precautionary statements
P280-P305+P351+P338

Chemistry & industry

Applications

UsesBIBR 953 (Dabigatran, Pradaxa) is potent nonpeptide thrombin inhibitor with an IC50 of 9.3 nM

UsesNonpeptide, direct thrombin inhibitor. Antithrombotic.

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
Shochem(Shanghai) Co.,Ltd86-21-50800795 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Additional notes · 1 item

DefinitionChEBI: An aromatic amide obtained by formal condensation of the carboxy group of 2-{[(4-carbamimidoylphenyl)amino]methyl}-1-methyl-1H-benzimidazole-5-carboxylic acid with the secondary amoino group of N-pyridin-2-yl-b ta-alanine. The active metabolite of the prodrug dabigatran etexilate, it acts as an anticoagulant which is used for the prevention of stroke and systemic embolism.

Related reactions

3 records
New reaction record

Compound notes

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