Azelnidipine, (S)- isomer

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MedKoo CAT#: 573404

CAS#: 722455-09-6 (S isomer)

Description: Azelnidipine, (S)-, is an L-type calcium channel blocker (CCB). Studies have shown that in patients with hypertension (HT) and heart failure preserved ejection fraction (HFpEF), azelnidipine improved the severity of HF and cardiac sympathetic nerve activity compared with cilnidipine, an N-type CCB (Cat#326734).

Chemical Structure

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Azelnidipine, (S)- isomer
CAS# 722455-09-6 (S isomer)
Instruction

Theoretical Analysis

MedKoo Cat#: 573404
Name: Azelnidipine, (S)- isomer
CAS#: 722455-09-6 (S isomer)
Chemical Formula: C33H34N4O6
Exact Mass: 582.25
Molecular Weight: 582.660
Elemental Analysis: C, 68.03; H, 5.88; N, 9.62; O, 16.48

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 722455-09-6 (S isomer)   722455-08-5 (R isomer)   123524-52-7 (racemate）  

Synonym: Azelnidipine, (S)-, (S)-(+)-Azelnidipine, (S)-Azelnidipine

IUPAC/Chemical Name: 3,5-Pyridinedicarboxylic acid, 2-amino-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-, 3-(1-(diphenylmethyl)-3-azetidinyl) 5-(1-methylethyl) ester, (4S)-

InChi Key: ZKFQEACEUNWPMT-NDEPHWFRSA-N

InChi Code: 1S/C33H34N4O6/c1-20(2)42-32(38)27-21(3)35-31(34)29(28(27)24-15-10-16-25(17-24)37(40)41)33(39)43-26-18-36(19-26)30(22-11-6-4-7-12-22)23-13-8-5-9-14-23/h4-17,20,26,28,30,35H,18-19,34H2,1-3H3/t28-/m0/s1

SMILES Code: CC1=C([C@@H](C(=C(N1)N)C(=O)OC2CN(C2)C(c3ccccc3)c4ccccc4)c5cccc(c5)[N+](=O)[O-])C(=O)OC(C)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 582.66 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Komoda H, Shiraki A, Oyama JI, Nishikido T, Node K. Azelnidipine Inhibits the Differentiation and Activation of THP-1 Macrophages through the L-Type Calcium Channel. J Atheroscler Thromb. 2018 Aug 1;25(8):690-697. doi: 10.5551/jat.41798. Epub 2018 Feb 3. PubMed PMID: 29398679; PubMed Central PMCID: PMC6099069.

2: Kiuchi S, Hisatake S, Kabuki T, Oka T, Dobashi S, Fujii T, Ikeda T. Effect of Switching from Cilnidipine to Azelnidipine on Cardiac Sympathetic Nerve Function in Patients with Heart Failure Preserved Ejection Fraction. Int Heart J. 2018 Jan 27;59(1):120-125. doi: 10.1536/ihj.17-024. Epub 2017 Dec 20. PubMed PMID: 29269711.

3: Kiuchi S, Hisatake S, Kabuki T, Oka T, Dobashi S, Fujii T, Ikeda T. Azelnidipine is a useful medication for the treatment of heart failure preserved ejection fraction. Clin Exp Hypertens. 2017;39(4):350-354. doi: 10.1080/10641963.2016.1267198. Epub 2017 May 17. PubMed PMID: 28513286.

4: Wellington K, Scott LJ. Azelnidipine. Drugs. 2003;63(23):2613-21; discussion 2623-4. Review. PubMed PMID: 14636080.