Zofenoprilat

Zofenoprilat
Names
	IUPAC name (4S)-N-[(2S)-2-Methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)-L-proline
	Systematic IUPAC name (2S,4S)-1-[(2S)-2-Methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
Identifiers
CAS Number	75176-37-3 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:82602 ;
ChEMBL	ChEMBL16332 ;
ChemSpider	24540938 ;
DrugBank	DB08766 ;
PubChem CID	3034048 ;
UNII	4G4WDK2YBS ;
CompTox Dashboard (EPA)	DTXSID50231443 ;
	InChI InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12-,13-/m0/s1 Key: UQWLOWFDKAFKAP-DRZSPHRISA-N; InChI=1/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12-,13-/m0/s1 Key: UQWLOWFDKAFKAP-DRZSPHRIBV;
	SMILES C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)SC1=CC=CC=C1;
Properties
Chemical formula	C15H19NO3S2
Molar mass	325.44 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 30, 2025

Zofenoprilat is an angiotensin-converting enzyme inhibitor, and is the free sulfhydryl active metabolite of zofenopril.^[1]

References

↑ Subissi, A; Evangelista, S; Giachetti, A (1999). "Preclinical Profile of Zofenopril: An Angiotensin Converting Enzyme Inhibitor with Peculiar Cardioprotective Properties". Cardiovascular Drug Reviews. 17 (2): 115. doi: 10.1111/j.1527-3466.1999.tb00008.x .

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[1] Subissi, A; Evangelista, S; Giachetti, A (1999). "Preclinical Profile of Zofenopril: An Angiotensin Converting Enzyme Inhibitor with Peculiar Cardioprotective Properties". Cardiovascular Drug Reviews. 17 (2): 115. doi: 10.1111/j.1527-3466.1999.tb00008.x .

[1]

Names

IUPAC name (4S)-N-[(2S)-2-Methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)-L-proline
Systematic IUPAC name (2S,4S)-1-[(2S)-2-Methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
Identifiers
CAS Number	75176-37-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:82602
ChEMBL	ChEMBL16332
ChemSpider	24540938
DrugBank	DB08766
PubChem CID	3034048
UNII	4G4WDK2YBS
CompTox Dashboard (EPA)	DTXSID50231443
InChI InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12-,13-/m0/s1 Key: UQWLOWFDKAFKAP-DRZSPHRISA-N InChI=1/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12-,13-/m0/s1 Key: UQWLOWFDKAFKAP-DRZSPHRIBV
SMILES C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)SC1=CC=CC=C1
Properties
Chemical formula	C₁₅H₁₉NO₃S₂
Molar mass	325.44 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references