MedKoo Cat#: 412366 | Name: Carmoxirole (free base)

Description:

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

Carmoxirole (free base) is a dopamine D2 receptor agonist with limited central activity that modulates sympathetic activation and subsequently reduces pre-load and afterload in animals. It was shown, that carmoxirole induced beneficial effects on hemodynamic and neurohumoral parameters in heart failure. In addition, experimental evidence showed that carmoxirole lowered blood pressure in various models of hypertension mainly or exclusively through inhibition of noradrenaline release from sympathetic nerve endings. That effect of carmoxirole was mediated by presynaptic dopamine receptors with the characteristic that release inhibition was restricted to low rates of sympathetic nerve discharge.

Chemical Structure

Carmoxirole (free base)
Carmoxirole (free base)
CAS#98323-83-2 (free base)

Theoretical Analysis

MedKoo Cat#: 412366

Name: Carmoxirole (free base)

CAS#: 98323-83-2 (free base)

Chemical Formula: C24H26N2O2

Exact Mass: 374.1994

Molecular Weight: 374.48

Elemental Analysis: C, 76.98; H, 7.00; N, 7.48; O, 8.54

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
Carmoxirole; Carmoxirolum
IUPAC/Chemical Name
3-(4-(4-phenyl-3,6-dihydropyridin-1(2H)-yl)butyl)-1H-indole-5-carboxylic acid
InChi Key
AFSOIHMEOKEZJF-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H26N2O2/c27-24(28)20-9-10-23-22(16-20)21(17-25-23)8-4-5-13-26-14-11-19(12-15-26)18-6-2-1-3-7-18/h1-3,6-7,9-11,16-17,25H,4-5,8,12-15H2,(H,27,28)
SMILES Code
OC(c(cc1)cc2c1[nH]cc2CCCCN3CCC(c4ccccc4)=CC3)=O
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 374.48 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: Marchese G, Ruiu S, Casti P, Bartholini F, Saba P, Gessa GL, Pani L. Carmoxirole is able to reduce amisulpride-induced hyperprolactinemia without affecting its central effect. Eur J Pharmacol. 2002 Jun 28;447(1):109-14. doi: 10.1016/s0014-2999(02)01896-4. PMID: 12106810. 2: Kirsten R, Breidert M, Sparwasser K, Ochs JG, Hesse K, Nelson K. Carmoxirole inhibits platelet aggregation in vitro and ex vivo. Int J Clin Pharmacol Ther. 1995 Feb;33(2):76-80. PMID: 7757314. 3: Rump LC, Schwertfeger E, Schaible U, Schuster MJ, Frankenschmidt A, Schollmeyer P. Dopamine receptor modulation of noradrenaline release by carmoxirole in human cortical kidney slices. Eur J Clin Pharmacol. 1993;44 Suppl 1:S47-9. doi: 10.1007/BF01428393. PMID: 8097997. 4: Brott DA, Werkheiser JL, Campbell P, Bentley P, Andersson HH, Stewart J, Huby R, Altekar M, Kinter LB. Inhibition of oestradiol-induced prolactin release in a dual-cannulated ovariectomized rat model by carmoxirole, a peripherally restricted dopamine agonist. Basic Clin Pharmacol Toxicol. 2012 Dec;111(6):411-6. doi: 10.1111/j.1742-7843.2012.00918.x. Epub 2012 Jul 31. PMID: 22742711. 5: Haase AF, Greiner HE, Seyfried CA. Neurochemical profile of EMD 45609 (carmoxirole), a dopamine DA2-receptor agonist. Naunyn Schmiedebergs Arch Pharmacol. 1991 Jun;343(6):588-94. doi: 10.1007/BF00184289. PMID: 1682817. 6: Rump LC, Wilde K, Bohmann C, Schollmeyer P. Effects of the novel dopamine DA2-receptor agonist carmoxirole (EMD 45609) on noradrenergic and purinergic neurotransmission in rat isolated kidney. Naunyn Schmiedebergs Arch Pharmacol. 1992 Mar;345(3):300-8. doi: 10.1007/BF00168691. PMID: 1352381. 7: van der Ent M, van den Heuvel AF, Remme WJ. Neurohumoral response to carmoxirole, a selective dopamine (D2) receptor agonist, in patients with chronic moderate heart failure. Cardiovasc Drugs Ther. 1998 Sep;12(4):387-94. doi: 10.1023/a:1007776918751. PMID: 9825185. 8: Lijnen P, Petrov V, Tjandramaga T, Verbesselt R, Amery A. Erythrocyte and platelet cationic concentrations and transport systems in normal volunteers treated with carmoxirole. Methods Find Exp Clin Pharmacol. 1993 Sep;15(7):483-90. PMID: 7902890. 9: Hong J, Feng J, Lee J, Lee H, Sim Y, Park J, Suh H. The role of spinally located dopamine D2 receptors in the regulation of the blood glucose level in mice. Pharmacol Rep. 2020 Jul 5. doi: 10.1007/s43440-020-00126-x. Epub ahead of print. PMID: 32627115. 10: Haeusler G, Lues I, Minck KO, Schelling P, Seyfried CA. Pharmacological basis for antihypertensive therapy with a novel dopamine agonist. Eur Heart J. 1992 Sep;13 Suppl D:129-35. doi: 10.1093/eurheartj/13.suppl_d.129. PMID: 1356783.