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cangrelor

Structure via PubChem · Public domain (PubChem)

EntityQ3655338· pop 14· linked from 300 articles

Also known as AR-C69931MX, ARL69931, Kengreal®, [dichloro-[[[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(2-methylsulfanylethylamino)-2-(3,3,3-trifluoropropylsulfanyl)purin-9-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]methyl]phosphonic acid

Cangrelor, sold under the brand name Kengreal among others, is a P2Y12 inhibitor FDA approved as of June 2015 as an antiplatelet drug for intravenous application. Some P2Y12 inhibitors are used clinically as effective inhibitors of adenosine diphosphate-mediated platelet activation and aggregation.

Key facts

Drug.image
Cangrelor structure.svg
Drug.image_class
skin-invert-image
Drug.width
300
Drug.tradename
Kengreal, Kengrexal, others
Drug.DailyMedID
Cangrelor
Drug.routes_of_administration
Intravenous
Drug.ATC_prefix
B01
Drug.ATC_suffix
AC25
Drug.legal_CA
Rx-only
Drug.legal_US
Rx-only
Drug.legal_EU
Rx-only
Drug.bioavailability
100% (IV)
Drug.protein_bound
~97–98%.
Drug.metabolism
Rapid deactivation in the circulation (independent of CYP system)
Drug.elimination_half life
~3–6 minutes
Drug.excretion
Kidney (58%), Bile duct (35%)
Drug.index2_label
as salt
Drug.IUPHAR_ligand
1776

via Wikipedia infobox

Chemical data

Formula
C17H25Cl2F3N5O12P3S2
Molecular weight
776.4 g/mol
IUPAC name
[dichloro-[[[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(2-methylsulfanylethylamino)-2-(3,3,3-trifluoropropylsulfanyl)purin-9-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]methyl]phosphonic acid
SMILES
CSCCNC1=C2C(=NC(=N1)SCCC(F)(F)F)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(C(P(=O)(O)O)(Cl)Cl)O)O)O
InChIKey
PAEBIVWUMLRPSK-IDTAVKCVSA-N
XLogP
-1
Polar surface area
307 Ų
H-bond donors
7
H-bond acceptors
21
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2015
Admin. routes
parenteral
Indications
Recurrent thrombophlebitis, acute coronary syndrome, ST Elevation Myocardial Infarction, ischemia

via ChEMBL · EBI

Wikidata facts

Mass
774.948313
Has use
medication
Show 7 more facts
chemical formula
C₁₇H₂₅Cl₂F₃N₅O₁₂P₃S₂
isomeric SMILES
CSCCNC1=NC(=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(C(P(=O)(O)O)(Cl)Cl)O)O)O)SCCC(F)(F)F
canonical SMILES
CSCCNC1=NC(=NC2=C1N=CN2C3C(C(C(O3)COP(=O)(O)OP(=O)(C(P(=O)(O)O)(Cl)Cl)O)O)O)SCCC(F)(F)F
World Health Organisation international non-proprietary name
cangrelor
defined daily dose
50
significant drug interaction
apixaban
Commons category
Cangrelor
Sources (5)

via Wikidata · CC0

~5 min read

Encyclopedic overview

7 sections
Contents
  • Medical use
  • Adverse effects
  • Pharmacology
  • Chemistry
  • Synthesis
  • Research
  • References

Cangrelor, sold under the brand name Kengreal among others, is a P2Y12 inhibitor FDA approved as of June 2015 as an antiplatelet drug for intravenous application. Some P2Y12 inhibitors are used clinically as effective inhibitors of adenosine diphosphate-mediated platelet activation and aggregation.

It is authorized as a generic medication.

Excerpted from Wikipedia’s “cangrelor” article, available under the CC BY-SA 4.0 licence.

Gallery (2)