Moexipril hydrochloride

Base Information

• Chemical Name: Moexipril hydrochloride
• CAS No.: 82586-52-5
• Molecular Formula: C27H34N2O7.ClH
• Molecular Weight: 535.037
• Hs Code.: 2933492250
• UNII: Q1UMG3UH45
• DSSTox Substance ID: DTXSID7044267
• Wikidata: Q27286898
• NCI Thesaurus Code: C29267
• RXCUI: 236066
• ChEMBL ID: CHEMBL1200534
• Mol file: 82586-52-5.mol

Synonyms:2-((1-ethoxycarbony)-3-phenylpropylamino-1-oxopropyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid;Fempress;Moex;moexipril;moexipril hydrochloride;Perdix;RS 10085;RS-10085;Univasc

Chemical Property of Moexipril hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline solid
• Vapor Pressure: 4.1E-21mmHg at 25°C
• Melting Point: 141-161 °C
• Boiling Point: 709.3 °C at 760 mmHg
• Flash Point: 382.8 °C
• PSA: 114.40000
• LogP: 3.71510
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble32mg/mL
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 534.2132792
• Heavy Atom Count: 37
• Complexity: 742

Purity/Quality:

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

Moexipril hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50
• Safety Statements: 60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC(=C(C=C3CC2C(=O)O)OC)OC.Cl
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2CC3=CC(=C(C=C3C[C@H]2C(=O)O)OC)OC.Cl
• Recent EU Clinical Trials: Multi-center, Open-label Study of the Safety and Efficacy of Control of Proteinuria with ACE Inhibitors and ARBS in Patients with Fabry Diseaswe Who Are receiving Farazyme : Tha Farazyme + Arbs + ACE inhibitors Treatments (FAACET) Study: The FAACET Study
• Description: Moexipril hydrochloride is a novel ACE inhibitor first marketed in the U.S.A. for the treatment of hypertension as a monotherapy and as a second-line therapy in combination with diuretics or calcium antagonists. Like other ACE inhibitors, moexipril is a prodrug that is converted in the liver to its diacid moexiprilat which is the active agent. Moexipril displays a higher in vitro inhibitory potency to ACE than enalapril although its effectiveness in reduction of blood pressure in hypertensive patients is similar to that seen with enalapril. It is orally active with a rapid onset and prolonged duration of action. Excellent tolerability has been reported. Moexipril is distinguished by its lower cost than other marketed ACE inhibitors.
• Uses: Angiotensin converting enzyme (ACE) inhibitor; dimethoxy analog of quinapril Moexipril HCl is a potent orally active non-sulfhydryl angiotensin converting enzyme inhibitor (ACE) with IC50 of 0.041 μM, which is used for the treatment of hypertension and congestive heart failure
• Therapeutic Function: Antihypertensive
• Clinical Use: Angiotensin-converting enzyme inhibitor: Hypertension
• Drug interactions: Potentially hazardous interactions with other drugs Anaesthetics: enhanced hypotensive effect. Analgesics: antagonism of hypotensive effect and increased risk of renal impairment with NSAIDs; hyperkalaemia with ketorolac and other NSAIDs. Antihypertensives: increased risk of hyperkalaemia, hypotension and renal failure with ARB’S and aliskiren. Bee venom extract: possible severe anaphylactoid reactions when used together. Ciclosporin: increased risk of hyperkalaemia and nephrotoxicity. Cytotoxics: increased risk of angioedema with everolimus. Diuretics: enhanced hypotensive effect; hyperkalaemia with potassium-sparing diuretics. ESAs: increased risk of hyperkalaemia; antagonism of hypotensive effect. Gold: flushing and hypotension with sodium aurothiomalate. Lithium: reduced excretion (possibility of enhanced lithium toxicity). Potassium salts: increased risk of hyperkalaemia. Tacrolimus: increased risk of hyperkalaemia and nephrotoxicity.

Technology Process of Moexipril hydrochloride

There total 2 articles about Moexipril 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: 88.0%

<3S-<2>,3R*>-2-<2-<<1-(ethoxycarbonyl)-3-phenylpropyl>amino>-1-oxopropyl>-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, phenylmethyl ester, hydrochloride (82586-51-4) → moexipril hydrochloride (82586-52-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00160a026

Reference yield:

→ 2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, hydrochloride (82586-52-5)

Guidance literature:

Reference yield: 80.0%

2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, hydrochloride (82586-52-5) → 2-[2-[(1-carboxy-3-phenylpropyl)amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid,hydrochloride

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; sodium hydroxide; chloroform;

upstream raw materials:

<3S-<2>,3R*>-2-<2-<<1-(ethoxycarbonyl)-3-phenylpropyl>amino>-1-oxopropyl>-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, phenylmethyl ester, hydrochloride

Downstream raw materials:

(S)-2-((3S,11aS)-8,9-Dimethoxy-3-methyl-1,4-dioxo-1,3,4,6,11,11a-hexahydro-pyrazino[1,2-b]isoquinolin-2-yl)-4-phenyl-butyric acid ethyl ester

Moexiprilat

Refernces

• 1、 -. "N-SUBSTITUTED AMINO ACIDS AS INTERMEDIATES IN THE PREPARATION OF ACYL DERIVATIVES OF 1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACIDS". . . Retrieved 2008/06/13.