CAS 68020-77-9 Carprazidil (HCID 68875)

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Basic information

CAS: 68020-77-9
Standard SMILES: COC(=O)Nc1cc(N2CC=CCC2)nc2nc(=O)on12
InChIKey: LIQCCUFOYBAGQT-UHFFFAOYSA-N
Molecular formula: C12H13N5O4
Average molar mass: 291.26 g/mol
Monoisotopic mass: 291.0967539

Overview

Carprazidil is a small molecule drug. The usage of the INN stem '-dil' in the name indicates that Carprazidil is a vasodilator. Carprazidil has a monoisotopic molecular weight of 291.1 Da.

Names & identifiers

Preferred name: Carprazidil
IUPAC: methyl N-[5-(3,6-dihydro-2H-pyridin-1-yl)-2-oxo-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamate
English name: Carprazidil
Molecular formula: C12H13N5O4
Molecular weight: 291.26

Names & synonyms

Carprazidil68020-77-9CarprazidilumO55EMK06L9DTXSID90218213Carbamic acid, (5-(3,6-dihydro-1(2H)-pyridinyl)-2-oxo-2H-(1,2,4)oxadiazolo(2,3-a)pyrimidin-7-yl)-, methyl esterRefChem:123813DTXCID10140704Ro 124713Carbamic acid, (5-(3,6-dihydro-1(2H)-pyridinyl)-3,3a-dihydro-2-oxo-2H-(1,2,4)oxadiazolo(2,3-a)pyrimidin-7-yl)-, methyl estermethyl 5-(3,6-dihydro-1(2H)-pyridyl)-2-oxo-2H-(1,2,4)oxadiazolo-2,3a-pyrimidine-7-carbamateCarprazidil [INN]

Show more names

[5-(3,6-Dihydropyridin-1(2H)-yl)-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]carbamic acid methyl esterCarbamic acid, N-[5-(3,6-dihydro-1(2H)-pyridinyl)-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidin-7-yl]-, methyl ester

CarprazadilCarprazidiloMethyl 5-(3,6-dihydro-1(2H)-pyridyl)-2-oxo-2H-(1,2,4)oxadiazolo(2,3-a)pyrimidine-7-carbamateCarprazidilum [INN-Latin]Carprazidilo [INN-Spanish]UNII-O55EMK06L9methyl 5-[3,6-dihydro-1(2H)-pyridyl]-2-oxo-2H-[1,2,4]oxadiazolo[2,3-a]pyrimidine-7-carbamateRo-12-4713

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 95.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 21
Formal charge: 0
Complexity: 607

Physicochemical properties

Melting point: 215 °C · 215 °C (decomp)
Density: 1.59 · 1.59±0.1 g/cm3(Predicted)
pka: 9.09 · 9.09±0.20(Predicted)
FDA UNII: 55 EMK06L9 · O55EMK06L9

Chemistry & industry

Applications · 1 item

UsesCarprazidil (Ro 12-4713) is a potent vasodilator with activity in suppressing severe hypertension and mild heart failure. The use of carprazidil may lead to sodium retention and increased heart rate, requiring increased doses of diuretics or beta-blockers in some cases. Carprazidil and mecycline may both cause hirsutism, limiting their long-term use in women. Carprazidil did not cause adverse side effects on hematological parameters, liver, or kidney function[1].