MedKoo Cat#: 598706 | Name: Levamlodipine gentisate

Description:

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

Levamlodipine gentisate is a pharmacologically active enantiomer of amlodipine. Amlodipine belongs to the dihydropyridine group of calcium channel blocker used as an antihypertensive and antianginal agent.

Chemical Structure

Levamlodipine gentisate
CAS#856256-16-1

Theoretical Analysis

MedKoo Cat#: 598706

Name: Levamlodipine gentisate

CAS#: 856256-16-1

Chemical Formula: C27H31ClN2O9

Exact Mass: 562.1718

Molecular Weight: 563.00

Elemental Analysis: C, 57.60; H, 5.55; Cl, 6.30; N, 4.98; O, 25.58

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
Levamlodipine gentisate; (S)-Amlodipine gentisate; (S)-(-)-Amlodipine gentisate;
IUPAC/Chemical Name
3-ethyl 5-methyl (S)-2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate 2,5-dihydroxybenzoate
InChi Key
LLDSEVAJXHNUAJ-LMOVPXPDSA-N
InChi Code
InChI=1S/C20H25ClN2O5.C7H6O4/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;8-4-1-2-6(9)5(3-4)7(10)11/h5-8,17,23H,4,9-11,22H2,1-3H3;1-3,8-9H,(H,10,11)/t17-;/m0./s1
SMILES Code
O=C(C1=C(COCCN)NC(C)=C(C(OC)=O)[C@@H]1C2=CC=CC=C2Cl)OCC.O=C(O)C3=CC(O)=CC=C3O
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 563.00 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: Qi Y, Zhang X. Determination of enantiomeric impurity of levamlodipine besylate bulk drug by capillary electrophoresis using carboxymethyl-β-cyclodextrin. Cell Biochem Biophys. 2014 Dec;70(3):1633-7. doi: 10.1007/s12013-014-0106-2. PubMed PMID: 25269770. 2: Yang YL, Yu LT, Wu ZT, Yu JG, Zhang JM, Chen QH, Bao YC, Liu JG. Synergic effects of levamlodipine and bisoprolol on blood pressure reduction and organ protection in spontaneously hypertensive rats. CNS Neurosci Ther. 2012 Jun;18(6):471-4. doi: 10.1111/j.1755-5949.2012.00323.x. PubMed PMID: 22672299. 3: Gui H, Guo YF, Liu X, Zhang JM, Yang YL, Huang GZ, Liu JG. Effects of combination therapy with levamlodipine and bisoprolol on stroke in rats. CNS Neurosci Ther. 2013 Mar;19(3):178-82. doi: 10.1111/cns.12057. PubMed PMID: 23441690. 4: Xiao WY, Ning N, Tan MH, Jiang XS, Zhou L, Liu L, Yi D, Wei P. Effects of antihypertensive drugs losartan and levamlodipine besylate on insulin resistance in patients with essential hypertension combined with isolated impaired fasting glucose. Hypertens Res. 2016 May;39(5):321-6. doi: 10.1038/hr.2015.155. Epub 2016 Jan 14. PubMed PMID: 26763851. 5: Liu Z, Zheng X, Yang X, Wang E, Wang J. Affinity and specificity of levamlodipine-human serum albumin interactions: insights into its carrier function. Biophys J. 2009 May 20;96(10):3917-25. doi: 10.1016/j.bpj.2008.12.3965. PubMed PMID: 19450464; PubMed Central PMCID: PMC2712192. 6: Xiao H, Fu X, Liang S, Li Y, Bao JJ, Zhang Y. An approach to the determination of the enantiomeric excess at the extreme case by capillary electrophoresis. J Chromatogr A. 2015 Aug 21;1408:250-4. doi: 10.1016/j.chroma.2015.07.006. Epub 2015 Jul 4. PubMed PMID: 26166294. 7: Jain R, Sinha A, Khan AL. Polyaniline-graphene oxide nanocomposite sensor for quantification of calcium channel blocker levamlodipine. Mater Sci Eng C Mater Biol Appl. 2016 Aug 1;65:205-14. doi: 10.1016/j.msec.2016.03.115. Epub 2016 Apr 11. PubMed PMID: 27157745. 8: Rong H, Tan M. [Effect of probucol on serum malondialdehyde and superoxide dismutase in patients with primary hypertension]. Zhong Nan Da Xue Xue Bao Yi Xue Ban. 2012 May;37(5):458-62. doi: 10.3969/j.issn.1672-7347.2012.05.005. Chinese. PubMed PMID: 22659656. 9: Xu SM, Wang YL, Li D, Li XM, Li D, Xu PS. Randomized, two-way crossover bioequivalence study of levamlodipine besylate tablets in healthy Chinese subjects. Int J Clin Pharmacol Ther. 2017 Oct;55(10):818-824. doi: 10.5414/CP202998. PubMed PMID: 28619129. 10: Wang Q, Zhao T, Mi BT, Zhang YL, Wei R, Tong HL, Wu M. Primary Colonic Angiosarcoma Seen in a Patient on Calcium Channel Blocker: A Case Report with Summary Analysis of 32 Other Cases from the Literature. Am J Case Rep. 2018 Mar 7;19:254-261. PubMed PMID: 29511155; PubMed Central PMCID: PMC5850845.