Omapatrilat - ≥99% , CAS No.167305-00-2

CAS: 167305-00-2 Cat. No.: O649993 Formule: C19H24N2O4S2 Poids moléculaire: 408.53 Numéro CE: 110-388-4 PubChem CID: 656629
DISPONIBLE À COMMANDE
GRADE & PURITY ≥99%
Synonyms
MS-27025 | Omapatrilat [USAN] | (4S,6S,9aS)-6-((S)-2-Mercapto-3-phenyl-propionylamino)-5-oxo-octahydro-9-thia-4a-aza-benzocycloheptene-4-carboxylic acid | BMS-186716 | DTXSID80168273 | OMAPATRILAT [INN] | UNII-36NLI90E7T | OMAPATRILAT [MI] | AKOS040742333
Storage
Protected from light,Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
★
Size
Allemagne (EU)
USA*
Price
Qty
5mg
O649993-5mg
Sur commande · 8–12 semaines

105,78€

158,71€
Enregistrer 52,93 € (33.35%)
10mg
O649993-10mg
Sur commande · 8–12 semaines

190,82€

286,27€
Enregistrer 95,45 € (33.34%)
25mg
O649993-25mg
Sur commande · 8–12 semaines

417,30€

626,42€
Enregistrer 209,13 € (33.38%)
50mg
O649993-50mg
Sur commande · 8–12 semaines

750,51€

1 126,24€
Enregistrer 375,73 € (33.36%)
100mg
O649993-100mg
Sur commande · 8–12 semaines

1 350,12€

2 025,22€
Enregistrer 675,10 € (33.33%)
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Vue d’ensemble

Omapatrilat is a dual inhibitor of the metalloproteases ACE and NEP with K i values of 0.64 and 0.45 nM, respectively.

In Vitro

Omapatrilat exhibits high potency for NEP, NEP2 and ACE, moderate strong activity against APP, but low activity against ECE1 (K i =0.45, 25, 0.64, 250 nM). In vitro autoradiography using the specific NEP inhibitor radioligand 125I-RB104 and the specific ACE inhibitor radioligand 125I-MK351A show omapatril at (10 mg/kg) causes rapid and potent inhibition of renal NEP and ACE, respectively, for 24 h . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Omapatrilat demonstrates excellent blood pressure lowering in a variety of animal models characterized by various levels of plasma renin activity and significantly potentiates urinary sodium, ANP, and cGMP excretion in a cynomolgus monkey assay. Omapatrilat decreases mean arterial pressure (MAP) approximately 40 mmHg below baseline from 10 to 24 h. Oral administration of omapatrilat at 100 μM/kg once daily results in a 38 mmHg decrease in systolic blood pressure at day three as compared to vehicle. Omapatrilat is widely used in experimental protocols related to hypertension and heart failure. Chronic oral administration of omapatrilat reduces aortic leakiness and atheroma formation with enhanced endothelial independent vasorelaxation to ANP. Omapatrilat causes significant inhibition of plasma ACE and increased plasma renin activity in rats. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:Ki: 0.45 nM (NEP), 0.64 nM (ACE), ,\nIC50: 8 nM (NEP), 5 nM (ACE)

Specifications

Synonymes
MS-27025 | Omapatrilat [USAN] | (4S,6S,9aS)-6-((S)-2-Mercapto-3-phenyl-propionylamino)-5-oxo-octahydro-9-thia-4a-aza-benzocycloheptene-4-carboxylic acid | BMS-186716 | DTXSID80168273 | OMAPATRILAT [INN] | UNII-36NLI90E7T | OMAPATRILAT [MI] | AKOS040742333
Spécifications et pureté
≥99%
Mécanismes biochimiques et physiologiques
Omapatrilat is a dual inhibitor of the metalloproteases ACE and NEP with K i values of 0.64 and 0.45 nM, respectively.
Conditions de stockage de stockage
Protected from light,Store at -20°C,Argon charged
Expédié en
Ice chest + Ice pads
Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.
Type d'action
INHIBITOR
Pureté
≥99%
Noms et identifiants
Sourires canoniquesC1CC(N2C(C1)SCCC(C2=O)NC(=O)C(CC3=CC=CC=C3)S)C(=O)O
IUPAC Name(4S,7S,10aS)-5-oxo-4-[[(2S)-3-phenyl-2-sulfanylpropanoyl]amino]-2,3,4,7,8,9,10,10a-octahydropyrido[2,1-b][1,3]thiazepine-7-carboxylic acid
InChIKeyLVRLSYPNFFBYCZ-VGWMRTNUSA-N
INCHI1S/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
Isomères SMILES C1C[C@H](N2[C@H](C1)SCC[C@@H](C2=O)NC(=O)[C@H](CC3=CC=CC=C3)S)C(=O)O
PubChem CID 656629
Poids moléculaire 408.53

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClasseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct ParentDipeptides
Alternative Parents N-acyl-alpha amino acids and derivatives  Piperidinecarboxylic acids  Benzene and substituted derivatives  Fatty amides  Tertiary carboxylic acid amides  Secondary carboxylic acid amides  Lactams  Alkylthiols  Azacyclic compounds  Thiohemiaminal derivatives  Carboxylic acids  Dialkylthioethers  Monocarboxylic acids and derivatives  Organopnictogen compounds  Hydrocarbon derivatives  Organonitrogen compounds  Carbonyl compounds  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Alpha-dipeptide - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Piperidinecarboxylic acid - Monocyclic benzene moiety - Fatty amide - Piperidine - Benzenoid - Fatty acyl - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Secondary carboxylic acid amide - Alkylthiol - Hemithioaminal - Thioether - Organoheterocyclic compound - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Dialkylthioether - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organopnictogen compound - Carbonyl group - Organic nitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
External Descriptors Not available
Structure 3D
Modèle de structure chimique interactif





Cibles associées (humaines)
MME Tclin Neprilysin (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACE Tclin Angiotensin-converting enzyme (6 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
APP Tclin Amyloid-beta A4 protein (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ACE Tclin Angiotensin-converting enzyme (1423 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AGTR1 Tclin Type-1 angiotensin II receptor (5176 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MME Tclin Neprilysin (838 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APP Tclin Amyloid-beta A4 protein (8510 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ECE1 Tchem Endothelin-converting enzyme 1 (674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cibles associées (non humaines)
Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mécanismes d'action
Certificats (CoA, COO, BSE/TSE et tableau d'analyse)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propriétés chimiques et physiques
SolubilitéDMSO : ≥ 31 mg/mL (75.88 mM)
Poids moléculaire408.500 g/mol
XLogP32.800
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass408.118 Da
Monoisotopic Mass408.118 Da
Topological Polar Surface Area113.000 Ų
Heavy Atom Count27
Formal Charge0
Complexity568.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calculateurs de solution
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