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(+)-cis-Diltiazem hydrochloride

Name: (+)-<I>cis</I>-Diltiazem hydrochloride
Brand: SIGMA
Price: 122 USD
Availability: InStock

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

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

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Size/SKU	Availability	Price
1 g	Available to ship TODAYfromMILWAUKEE	$122.00
5 g	Available to ship TODAYfromMILWAUKEE	$513.00 $436.05
10 g	Available to ship TODAYfromMILWAUKEE	$811.00 $689.35

About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₆N₂O₄S · HCl

CAS Number:

33286-22-5

Molecular Weight:

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

$122.00

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Properties

Product Name

(+)-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)

Description

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

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This Item	D1980000	Y0001141	BP899
Sigma-Aldrich D2521 (+)-cis-Diltiazem hydrochloride	D1980000 Diltiazem hydrochloride	Y0001141 Diltiazem for system suitability	BP899 Diltiazem impurity standard
description ≥99% (HPLC)	description European Pharmacopoeia (EP) Reference Standard	description European Pharmacopoeia (EP) Reference Standard	description British Pharmacopoeia (BP) Reference Standard
form powder	form -	form -	form solid
assay ≥99% (HPLC)	assay -	assay -	assay -
Quality Level 200	Quality Level -	Quality Level -	Quality Level -
storage temp. 2-8°C	storage temp. -	storage temp. 2-8°C	storage temp. 2-8°C
originator Valeant	originator -	originator -	originator -
Gene Information human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)	Gene Information human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)	Gene Information human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)	Gene Information human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 + P330 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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