MedKoo Cat#: 573403 | Name: Azelnidipine, (R)-isomer

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Azelnidipine, (R)-, 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

Azelnidipine, (R)-isomer
Azelnidipine, (R)-isomer
CAS#722455-08-5 (R isomer)

Theoretical Analysis

MedKoo Cat#: 573403

Name: Azelnidipine, (R)-isomer

CAS#: 722455-08-5 (R isomer)

Chemical Formula: C33H34N4O6

Exact Mass: 582.2478

Molecular Weight: 582.66

Elemental Analysis: C, 68.03; H, 5.88; N, 9.62; O, 16.48

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
(R)-(-)-Azelnidipine, Azelnidipine, (R)-, (R)-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, (4R)-
InChi Key
ZKFQEACEUNWPMT-MUUNZHRXSA-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-/m1/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

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
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.