CID 11145434

Base Information

• Chemical Name: CID 11145434
• CAS No.: 76095-16-4
• Molecular Formula: C24H32N2O9
• Molecular Weight: 492.526
• Hs Code.: 29339900
• Mol file: 76095-16-4.mol

Synonyms:

Chemical Property of CID 11145434

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 1.25E-24mmHg at 25°C
• Melting Point: 143-144.5°C
• Boiling Point: 765.3 °C at 760 mmHg
• PKA: pKa1 3.0; pKa2 (25°) 5.4
• Flash Point: 416.7 °C
• PSA: 170.54000
• LogP: 1.64520
• Storage Temp.: -20°C Freezer
• Solubility.: methanol: ≥50 mg/mL, clear, colorless to yellow
• Water Solubility.: Soluble in water, methanol, and ethanol.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 492.21078060
• Heavy Atom Count: 35
• Complexity: 627

Purity/Quality:

98%99% ^*data from raw suppliers

(S,S,S)-EnalaprilMaleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-62-63
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)[NH2+]C(C)C(=O)[NH+]2CCCC2C(=O)O.C(=CC(=O)[O-])C(=O)[O-]
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)[NH2+][C@@H](C)C(=O)[NH+]2CCC[C@H]2C(=O)O.C(=C\C(=O)[O-])\C(=O)[O-]
• Description: Enalapril maleate is the second angiotensin converting enzyme inhibitor to reach the marketplace. Like captopril, the first entry in this area, enalapril is useful in the treatment of hypertension and congestive heart failure. It has a longer effective half-life than captopril, allowing once or twice-daily dosing, and appears to have a somewhat lower incidence of side effects.
• Uses: Enalapril maleate salt is used as a long-acting ACE inhibitor and antihypertensive, used to study diabetic angiopathy in diabetic rats and inhibition of ACE in hog plasma (I50=1.2nM). ACE inhibitors disturb the enin-angiotensin- aldosterone system. Additional ACE inhibitors include: Enalapril, Enalaprilat dihydrate, Enalaprilat, and Enalapril-d5 Maleate Salt, among others. An antihypertensive. An angiotensin-converting enzyme (ACE) inhibitor.
• Therapeutic Function: Antihypertensive
• Clinical Use: Angiotensin converting enzyme inhibitor:HypertensionHeart failure
• 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 NSAIDsAntihypertensives: increased risk of hyperkalaemia, hypotension and renal failure with ARBs and aliskiren.Bee venom extract: possible severe anaphylactoid reactions when used togetherCiclosporin: increased risk of hyperkalaemia and nephrotoxicity.Cytotoxics: increased risk of angioedema with everolimus.Diuretics: enhanced hypotensive effect;hyperkalaemia with potassium-sparing diureticsESAs: 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 hyperkalaemiaTacrolimus: increased risk of hyperkalaemia and nephrotoxicity.

Technology Process of CID 11145434

There total 17 articles about CID 11145434 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: 92.0%

enalapril (75847-73-3) + maleic acid (110-16-7,26099-09-2) → Amprace (76095-16-4,1356932-13-2)

Guidance literature:

at 5 - 30 ℃; for 7h;

Reference yield: 92.0%

maleic acid (110-16-7,26099-09-2) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + C18H26N2O4 (406213-94-3) → Amprace (76095-16-4,1356932-13-2)

Guidance literature:

L-proline; C₁₈H₂₆N₂O₄; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile; at 20 ℃; for 8h;

maleic acid; In ethyl acetate; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/ol020136x

Reference yield: 90.73%

→ Amprace (76095-16-4,1356932-13-2)

Guidance literature:

upstream raw materials:

enalapril

maleic acid

N-[N-(1-(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanyl]-L-proline

L-proline

Downstream raw materials:

C₂₀H₂₆N₂O₄

enalaprilate

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF COMPOUNDS HAVING AN ACE INHIBITORY ACTION". Page 9. . Retrieved 2008/06/13.
• 2、 Palomo, Claudio,Palomo, Antonio L,Palomo, Francisco,Mielgo, Antonia. "Soluble alpha-amino acid salts in acetonitrile: practical technology for the production of some dipeptides.". . p. 4005 - 4008. Retrieved 2007/10/03.