75859-03-9

75859-03-9 structure

Name: Rimcazole dihydrochloride
Chemical Name: 9-[3-[(3R,5S)-3,5-dimethylpiperazin-1-yl]propyl]carbazole,dihydrochloride
CAS Number: 75859-03-9
Molecular Formula: C₂₁H₂₉Cl₂N₃
Molecular Weight: 394.38
Catalog: Signaling Pathways GPCR/G Protein Dopamine Receptor
Create Date: 2018-07-05 16:06:30
Modify Date: 2025-08-25 17:19:09
Rimcazole (BW 234U) dihydrochloride is a carbazole derivative that acts in part as a sigma (σ) receptor antagonist. Rimcazole dihydrochloride also binds with moderate affinity to the dopamine transporter and inhibit dopamine uptake. Rimcazole dihydrochloride can attenuate cocaine-induced locomotor activity and sensitization. Rimcazole dihydrochloride also can be used for the research of cancer[1][2][3][4].

Name	9-[3-[(3R,5S)-3,5-dimethylpiperazin-1-yl]propyl]carbazole,dihydrochloride
Synonyms	Rimcazole HCl RIMCAZOLE HYDROCHLORIDE Rimcazole dihydrochloride

Description	Rimcazole (BW 234U) dihydrochloride is a carbazole derivative that acts in part as a sigma (σ) receptor antagonist. Rimcazole dihydrochloride also binds with moderate affinity to the dopamine transporter and inhibit dopamine uptake. Rimcazole dihydrochloride can attenuate cocaine-induced locomotor activity and sensitization. Rimcazole dihydrochloride also can be used for the research of cancer[1][2][3][4].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Sigma Receptor
Target	sigma (σ) receptor[1] dopamine transporter[1]
In Vitro	Rimcazole (1-50 μM; 24-48 h) concentration-dependently decreases the number HCT-116p53+/+ cells[2]. Rimcazole (50 μM; 1-24 h) dihydrochloride induces a transient accumulation of HIF-1α protei in cancer cells (HCT-116p53+/+ and MDA MB 231 cells) but not in normal human dermal fibroblasts[2]. Western Blot Analysis[2] Cell Line: HCT-116p53+/+ cells Concentration: 50 μM Incubation Time: 1, 2, 3, 5, 6, 24 hours Result: Accumulation of HIF-1α protein, maximal at 6 h. No change in p53 protein levels. HIF-1α protein levels returned to normal steady-state levels within 24 h.
References	[1]. Gilmore DL, et, al. Review of the pharmacological and clinical profile of rimcazole. CNS Drug Rev. Spring 2004;10(1):1-22. [2]. Achison M, et, al. HIF-1alpha contributes to tumour-selective killing by the sigma receptor antagonist rimcazole. Oncogene. 2007 Feb 22;26(8):1137-46. [3]. Matsumoto RR, et, al. Rimcazole analogs attenuate the convulsive effects of cocaine: correlation with binding to sigma receptors rather than dopamine transporters. Neuropharmacology. 2001 Dec;41(7):878-86. [4]. Job MO, et, al. A behavioral economic analysis of the effects of rimcazole on reinforcing effects of cocaine injection and food presentation in rats. Psychopharmacology (Berl). 2019 Dec;236(12):3601-3612.

Boiling Point	499.1ºC at 760 mmHg
Molecular Formula	C₂₁H₂₉Cl₂N₃
Molecular Weight	394.38
Flash Point	255.7ºC
Exact Mass	393.17400
PSA	20.20000
LogP	5.73750

Hazard Codes	Xi

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