D2521

(+)-cis-Diltiazem hydrochloride

≥99% (HPLC), L-type Ca2+ channel blocker, powder

• Sinónimos: (2S,3S)-(+)-cis-3-Acetoxy-5-(2-dimethylaminoethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one hydrochloride, CRD-401
• Fórmula empírica (notación de Hill): C₂₂H₂₆N₂O₄S · HCl
• Número CAS: 33286-22-5
• Peso molecular: 450.98
• NACRES: NA.77
• PubChem Substance ID: 24277849
• UNSPSC Code: 12352200
• EC Number: 251-443-3
• MDL number: MFCD00069252
• Beilstein/REAXYS Number: 4228706
• Assay: ≥99% (HPLC)
• Form: powder

Propiedades

• Nombre del producto: (+)-cis-Diltiazem hydrochloride, ≥99% (HPLC)
• Quality Segment: 200
• 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)

Descripción

General description

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

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

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 + P330 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Clase de almacenamiento: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves