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BM0002

Omapatrilat

≥98% (HPLC)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C19H24N2O4S2
CAS Number:
167305-00-2
Molecular Weight:
408.53
NACRES:
NA.77
PubChem Substance ID:
329774350
UNSPSC Code:
12352200
MDL number:
MFCD00935634
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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

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.

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 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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