Indolapril hydrochloride

Base Information

• Chemical Name: Indolapril hydrochloride
• CAS No.: 80828-32-6
• Molecular Formula: C24H34 N2 O5 . Cl H
• Molecular Weight: 467.005
• UNII: QMI2CZ2C4P
• Wikidata: Q27287339
• NCI Thesaurus Code: C174892
• ChEMBL ID: CHEMBL3707361
• Mol file: 80828-32-6.mol

Synonyms:1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)alanyl)octahydro-1H-indole-2-carboxylic acid;CI 907;CI-907;Indolapril;Indolapril hydrochloride;PD 109,763-2;PD-109,763-2;Sch 31846;Sch-31846

Chemical Property of Indolapril hydrochloride

Chemical Property:

• Vapor Pressure: 1.55E-16mmHg at 25°C
• Boiling Point: 626°C at 760 mmHg
• Flash Point: 332.4°C
• PSA: 95.94000
• LogP: 3.90410
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 466.2234499
• Heavy Atom Count: 32
• Complexity: 634

Purity/Quality:

97% ^*data from raw suppliers

S,S,S,S,S-TrandolaprilHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C3CCCCC3CC2C(=O)O.Cl
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCCC[C@H]3C[C@H]2C(=O)O.Cl
• Uses: Antihypertensive. S,S,S,S,S-Trandolapril Hydrochloride is a nonsulfhydryl-type angiotensin-converting enzyme inhibitor.

Technology Process of Indolapril hydrochloride

There total 6 articles about Indolapril hydrochloride 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: 93.0%

tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate (80828-33-7) → Indolapril hydrochloride (80828-32-6)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 0 ℃;

DOI:10.1021/jm00389a006

Reference yield:

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid (80828-13-3,80875-98-5,82717-40-6,87679-20-7,87679-39-8,87679-51-4,87679-58-1,88547-85-7,88585-94-8,96844-78-9,108507-42-2,145438-94-4,145438-95-5,145513-90-2,145513-91-3,145513-92-4,145513-93-5,2055118-14-2) → Indolapril hydrochloride (80828-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

3: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, overnight

4: 93 percent / HCl(g) / CH₂Cl₂ / 0 °C

With hydrogenchloride; sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00389a006

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → Indolapril hydrochloride (80828-32-6)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Rh/C / acetic acid

2: aq. 15percent HCl / 4 h / Heating

3: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

5: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, overnight

6: 93 percent / HCl(g) / CH₂Cl₂ / 0 °C

With hydrogenchloride; sulfuric acid; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Rh on carbon; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid;

DOI:10.1021/jm00389a006

upstream raw materials:

tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate

2-carbethoxyindole

(2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid tert-butyl ester

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid

Downstream raw materials:

Indolapril diacid

Refernces