Diltiazem hydrochloride

Base Information

• Chemical Name: Diltiazem hydrochloride
• CAS No.: 33286-22-5
• Molecular Formula: C22H26N2O4S^.HCl
• Molecular Weight: 450.986
• Hs Code.: 29349990
• European Community (EC) Number: 253-918-0,251-443-3
• UNII: OLH94387TE
• DSSTox Substance ID: DTXSID8040147
• Wikipedia: Diltiazem_hydrochloride
• Wikidata: Q27105183
• NCI Thesaurus Code: C398
• RXCUI: 203211
• ChEMBL ID: CHEMBL1697
• Mol file: 33286-22-5.mol

Synonyms:Aldizem;Cardil;Cardizem;CRD 401;CRD-401;CRD401;Dilacor;Dilacor XR;Dilren;Diltiazem;Diltiazem Hydrochloride;Diltiazem Malate;Dilzem;Tiazac

Chemical Property of Diltiazem hydrochloride

Chemical Property:

• Appearance/Colour: Fine needles
• Vapor Pressure: 4.27E-14mmHg at 25°C
• Melting Point: 212-214 ºC
• Refractive Index: 118 ° (C=1, H2O)
• Boiling Point: 594.4 ºC at 760 mmHg
• Flash Point: 313.3 ºC
• PSA: 84.38000
• Density: 1.26g/cm3
• LogP: 4.23550
• Storage Temp.: 2-8°C
• Solubility.: Freely soluble in water, in methanol and in methylene chloride, slightly soluble in anhydrous ethanol.
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 450.1380062
• Heavy Atom Count: 30
• Complexity: 565

Purity/Quality:

99%min ^*data from raw suppliers

Diltiazem, Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi,F
• Statements: 22-40-36/37/38-36-20/21/22-11
• Safety Statements: 36-45-36/37-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1C(SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC.Cl
• Isomeric SMILES: CC(=O)O[C@@H]1[C@@H](SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC.Cl
• Recent ClinicalTrials: Efficacy of Diltiazem to Improve Coronary Microvascular Dysfunction: a Randomized Clinical Trial
• Recent EU Clinical Trials: Validation of the efficiency of repurposed drugs on the basis of their cellular transcriptomic signature, antagonist to that of the influenza A infection.
• Recent NIPH Clinical Trials: Clinical study of Landiolol hydrochloride in the treatment of postoperative atrial fibrillation/atrial flutter after cardiovascular surgery
• Description: Diltiazem HCl (33286-22-5) is a?non-dihydropyridine-type blocker of L-type Ca2+ channels.1,2 Reduces Ca2+ oscillations in subcellular compartments in vascular smooth muscle cells.3?Also blocks P-type Ca2+ channels in freshly dissociated rat cerebellar Purkinje neurons.4 Clinically useful antihypertensive agent.5?Cell permeable.
• Uses: Diltiazem Hydrochloride is a calcium channel blocker with vasodilating activity. Anti-anginal; anti-hypertensive; anti-arrhythmic (class IV). antihypertensive, sedative, antibacterial Peripheral Vasodilator An antianginal, antihypertensive. Regulates Calcium release from intracellular stores in neutrophils
• Therapeutic Function: Coronary vasodilator
• Clinical Use: Calcium-channel blocker:Prophylaxis and treatment of anginaHypertension

Technology Process of Diltiazem hydrochloride

There total 13 articles about Diltiazem 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: 92.4%

→ diltiazem hydrochloride (33286-22-5)

Guidance literature:

Reference yield: 92.0%

O-desacetyldiltiazem (42399-40-6) + acetic anhydride (108-24-7) → diltiazem hydrochloride (33286-22-5)

Guidance literature:

O-desacetyldiltiazem; acetic anhydride; With dmap; triethylamine; In dichloromethane; for 3h; Heating / reflux;

With hydrogenchloride; In methanol; pH=2;

Reference yield: 92.0%

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride (75472-91-2) + acetic anhydride (108-24-7) → diltiazem hydrochloride (33286-22-5)

Guidance literature:

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride; acetic anhydride; With dmap; triethylamine; In dichloromethane;

With hydrogenchloride; In methanol; pH=2;

upstream raw materials:

Isopropenyl acetate

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride

O-desacetyldiltiazem

acetic anhydride

Downstream raw materials:

O-desacetyldiltiazem

diltiazem

cis(+)-3-hydroxy-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one

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