CAS 75859-03-9|Rimcazole dihydrochloride
Introduction：Basic information about CAS 75859-03-9|Rimcazole dihydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Rimcazole dihydrochloride | ||
|---|---|---|---|
| CAS Number | 75859-03-9 | Molecular Weight | 394.38 |
| Density | / | Boiling Point | 499.1ºC at 760 mmHg |
| Molecular Formula | C21H29Cl2N3 | Melting Point | / |
| MSDS | Chinese | Flash Point | 255.7ºC |
Names
| Name | 9-[3-[(3R,5S)-3,5-dimethylpiperazin-1-yl]propyl]carbazole,dihydrochloride |
|---|---|
| Synonym | More Synonyms |
Rimcazole dihydrochloride BiologicalActivity
| 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 >>CancerSignaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological DiseaseSignaling 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. |
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 |
| InChIKey | ZWHRZGHGYMUSRM-VWDRLOGHSA-N |
| SMILES | CC1CN(CCCn2c3ccccc3c3ccccc32)CC(C)N1.Cl.Cl |
Safety Information
| Hazard Codes | Xi |
|---|
Synonyms
| Rimcazole HCl |
| RIMCAZOLE HYDROCHLORIDE |
| Rimcazole dihydrochloride |
