Rimcazole dihydrochloride

Modify Date: 2025-08-25 17:19:09

Rimcazole dihydrochloride Structure
Rimcazole dihydrochloride structure
Common Name Rimcazole dihydrochloride
CAS Number 75859-03-9 Molecular Weight 394.38
Density N/A Boiling Point 499.1ºC at 760 mmHg
Molecular Formula C21H29Cl2N3 Melting Point N/A
MSDS Chinese Flash Point 255.7ºC

 Use of Rimcazole dihydrochloride


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].

 Names

Name 9-[3-[(3R,5S)-3,5-dimethylpiperazin-1-yl]propyl]carbazole,dihydrochloride
Synonym More Synonyms

 Rimcazole dihydrochloride Biological Activity

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
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.

 Chemical & Physical Properties

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

 Safety Information

Hazard Codes Xi

 Synonyms

Rimcazole HCl
RIMCAZOLE HYDROCHLORIDE
Rimcazole dihydrochloride
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