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BM0002 Sigma-Aldrich

Omapatrilat

≥98% (HPLC)

Synonym: (4S,7S,10aS)-Octahydro-4-[[(2S)-2-mercapto-1-oxo-3-phenylpropyl]amino]-5-oxo-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid, BMS-186716

  • CAS Number 167305-00-2

  • Empirical Formula (Hill Notation) C19H24N2O4S2

  • Molecular Weight 408.53

  •  MDL number MFCD00935634

  •  PubChem Substance ID 329774350

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Enkephalinase,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
optical activity   [α]/D -70 to -85°, c = 0.5 in DMF
color   white to beige
solubility   DMSO: 20 mg/mL, clear
storage temp.   room temp
SMILES string   S[C@H](C(N[C@@H]1C(N([C@H](C(O)=O)CCC2)[C@@]2([H])SCC1)=O)=O)CC3=CC=CC=C3
InChI   1S/C19H24N2O4S2/c22-17(15(26)11-12-5-2-1-3-6-12)20-13-9-10-27-16-8-4-7-14(19(24)25)21(16)18(13)23/h1-3,5-6,13-16,26H,4,7-11H2,(H,20,22)(H,24,25)/t13-,14-,15-,16-/m0/s1
InChI key   LVRLSYPNFFBYCZ-VGWMRTNUSA-N

Description

General description

Omapatrilat is a vasopeptidase dual NEP (neutral endopeptidase)/ACE (angiotensin-converting enzyme) inhibitor. It consists of a mercaptoacyl derivative of a bicyclic thazepinone dipeptide. It is used to treat heart failure.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Omapatrilat is a vasopeptidase inhibitor, a dual metalloprotease inhibitor of neutral endopeptidase (NEP, neprilysin) and angiotensin converting enzyme (ACE). Omapatrilat is a highly potent antihypertensive agent, but was not approved to treat hypertension because of increased incidence of angioedema.

Features and Benefits

Omapatrilat is available through a partnership with Bristol-Myers Squibb (BMS). To learn more and view other BMS compounds, visit sigma.com/BMS.

Legal Information

Sold for research purposes only under agreement from BMS.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis (COA)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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