75859-04-0

Basic information

• Product Name: Rimcazole
• Synonyms: (3R)-1-[3-(9H-Carbazole-9-yl)propyl]-3β,5β-dimethylpiperazine;9-[3-(3α,5α-Dimethyl-1-piperazinyl)propyl]-9H-carbazole;9-[3-(3β,5β-Dimethylpiperazino)propyl]-9H-carbazole;9H-Carbazole, 9-(3-(3,5-dimethyl-1-piperazinyl)propyl)-, cis-;Rimcazol;Rimcazol [inn-spanish];Rimcazole [inn];Rimcazolum
• CAS NO: 75859-04-0
• Molecular Formula: C₂₁H₂₇N₃
• Molecular Weight: 321.45918
• Mol File: 75859-04-0.mol

Chemical Properties

• Boiling Point: 499.1°C at 760 mmHg
• Flash Point: 255.7°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 4.26E-10mmHg at 25°C
• Refractive Index: 1.627
• PKA: 9.32±0.60(Predicted)
• CAS DataBase Reference: Rimcazole(CAS DataBase Reference)
• NIST Chemistry Reference: Rimcazole(75859-04-0)
• EPA Substance Registry System: Rimcazole(75859-04-0)

Safety Data

• Hazardous Substances Data: 75859-04-0(Hazardous Substances Data)

Usage

Uses

Antipsychotic.

InChI:InChI=1/C21H27N3/c1-16-14-23(15-17(2)22-16)12-7-13-24-20-10-5-3-8-18(20)19-9-4-6-11-21(19)24/h3-6,8-11,16-17,22H,7,12-15H2,1-2H3/t16-,17+

Upstream product

• 953088-70-5 3-(9H-carbazol-9-yl)propyl methanesulfonate 
• 21655-48-1 cis-2,6-dimethylpiperazine 
• 96576-84-0 9-γ-chloropropylcarbazole 
• 108-49-6 3,5-dimethylpiperazine 
• 86-74-8 9H-carbazole 
• 1217269-19-6 N-[3-[cis-3,5-dimethyl-4-(methanesulfonyl)piperazin-1-yl]propyl]carbazole 

Downstream Products

• 199612-58-3 {6-[(2R,6S)-4-(3-Carbazol-9-yl-propyl)-2,6-dimethyl-piperazin-1-yl]-6-oxo-hexyl}-carbamic acid benzyl ester 
• 199612-53-8 {3-[(2R,6S)-4-(3-Carbazol-9-yl-propyl)-2,6-dimethyl-piperazin-1-yl]-propyl}-carbamic acid benzyl ester 
• 199612-52-7 {2-[(2R,6S)-4-(3-Carbazol-9-yl-propyl)-2,6-dimethyl-piperazin-1-yl]-ethyl}-carbamic acid benzyl ester 

Relevant articles and documents

NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli-induced increase of C16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH-dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus.

Selective deprotection of methanesulfonamides to amines

"Chemical Equation Presented" Methanesulfonamldes were deprotected to their parent amines via deprotonation and oxygenation with O 2 (g), even in the presence of other traditional sulfonamides.

MANUFACTURE OF RIMCAZOLE

The present invention relates to a new improved process for preparing Rimcazole and its salts.