Enalaprilat

Base Information

• Chemical Name: Enalaprilat
• CAS No.: 84680-54-6
• Molecular Formula: C₁₈H₂₄N₂O₅*2H₂O
• Molecular Weight: 384.43
• Hs Code.: 2933995300
• European Community (EC) Number: 278-459-3
• NSC Number: 760053
• UNII: Q508Q118JM
• DSSTox Substance ID: DTXSID0048975
• Nikkaji Number: J21.388H
• Wikipedia: Enalaprilat
• Wikidata: Q5375179
• NCI Thesaurus Code: C76135
• RXCUI: 1545989
• Pharos Ligand ID: NVHP63K624ML
• Metabolomics Workbench ID: 49999
• ChEMBL ID: CHEMBL577
• Mol file: 84680-54-6.mol

Synonyms:1-(N-((S)-1-Carboxy-3-phenylpropyl)-L-alanyl)-L-proline dihydrate;Enalaprilat;Enalaprilat Anhydrous;Enalaprilat Citrate, Anhydrous;Enalaprilat Dihydrate;Enalaprilat, (R)-Isomer, Anhydrous;Enalaprilic Acid;MK 422;MK-422;MK422;Pres iv;Vasotec;Xanef

Chemical Property of Enalaprilat

Chemical Property:

• Vapor Pressure: 2.71E-15mmHg at 25°C
• Melting Point: 211-215°C
• Refractive Index: 1.579
• Boiling Point: 563.5 °C at 760 mmHg
• Flash Point: 294.6 °C
• PSA: 125.40000
• Density: 1.286g/cm³
• LogP: 1.32630
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: soluble14mg/mL at 60°C (warming for 5 minutes)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 348.16852187
• Heavy Atom Count: 25
• Complexity: 490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Enalaprilat dihydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)N1CCCC1C(=O)O)NC(CCC2=CC=CC=C2)C(=O)O
• Isomeric SMILES: C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCC2=CC=CC=C2)C(=O)O
• Recent ClinicalTrials: Effect of DPP4 Inhibition on Vasoconstriction
• Description: Angiotensin-converting enzyme (ACE) converts angiotensin I to angiotensin II, a peptide hormone that impacts vascular smooth muscle tone and renal salt exchange, driving hypertension. Enalaprilat is the active metabolite of enalapril , an ACE inhibitor with roles in the management of hypertension, congestive heart failure, myocardial infarction, and diabetic nephropathies.. Enalaprilat is esterified with ethanol to produce enalapril in order to enable oral activity and subsequently metabolized in vivo to the active form by various esterases. Enalaprilat is reported to inhibit ACE activity with an IC50 value of 5.8 nM in vitro.
• Uses: Active metabolite of Enalapril. A nonsulfhydryl dipeptide angiotensin converting enzyme (ACE) inhibitor. Active metabolite of Enalapril. A nonsulfhydryl dipeptide angiotensin converting enzyme (ACE) inhibitor. Enalapril EP Impurity C (Dihydrate).

Technology Process of Enalaprilat

There total 3 articles about Enalaprilat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

enalapril (75847-73-3) → enalaprilic acid (84680-54-6)

Guidance literature:

In sodium hydroxide;

Reference yield:

L-alanine-L-proline + Dihydroxy-styryl-boran (4363-35-3,6783-05-7,60806-02-2) + glyoxalic acid monohydrate (6000-59-5,1152495-30-1) → enalaprilic acid (84680-54-6)

Guidance literature:

In water;

Reference yield:

→ enalaprilic acid (84680-54-6)

Guidance literature:

upstream raw materials:

enalapril

Dihydroxy-styryl-boran

glyoxalic acid monohydrate

Refernces

• 1、 -. "Method for analyzing isomers of enalapril and enalaprilat". . . Retrieved 2008/06/13.