D2521

(+)-cis-Diltiazem hydrochloride

≥99% (HPLC)

• Synonym(s): (2S,3S)-(+)-cis-3-Acetoxy-5-(2-dimethylaminoethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one hydrochloride, CRD-401
• Empirical Formula (Hill Notation): C₂₂H₂₆N₂O₄S · HCl
• CAS Number: 33286-22-5
• Molecular Weight: 450.98
• Beilstein: 4228706
• EC Number: 251-443-3
• MDL number: MFCD00069252
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277849
• NACRES: NA.77

Properties

• Assay: ≥99% (HPLC)
• form: powder
• originator: Valeant
• storage temp.: 2-8°C
• SMILES string: Cl.COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O
• InChI: 1S/C22H26N2O4S.ClH/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3;/h5-12,20-21H,13-14H2,1-4H3;1H/t20-,21+;/m1./s1
• InChI key: HDRXZJPWHTXQRI-BHDTVMLSSA-N
• Gene Information: human ... CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779)

Description

General description

Diltiazem hydrochloride is used to treat cardiovascular diseases, such as angina and hypertension.[1] It acts as an inhibitor to cytochrome P450 3A (CYP3A).[2] Diltiazem might be associated with maculopapular rashes, urticaria and pruritus.[1]

Application

(+)-cis-Diltiazem hydrochloride has been used:

• to study its effects on diffusion and release in monolithic dispersion matrix(26)
• to study its neuroprotective effects in retinitis pigmentosa (RP) models(27)
• as an antagonist against the Cav1.2 L-type calcium channels (LTCCs)(28)

Biochem/physiol Actions

Blocks slow, or L-type Ca²⁺ channels; regulates Ca²⁺ release from intracellular stores in neutrophils; stimulates 1,4-dihydropyridine binding to Ca²⁺ channels; coronary vasodilator.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Calcium Channels and Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Valeant. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 + P330 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves