60-99-1

Basic information

• Product Name: (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
• Synonyms: (-)-10-(3-(Dimethylamino)-2-methylpropyl)-2-methoxyphenothiazine;(-)-3-(2-Methoxyphenothiazin-10-yl)-2-methylpropyldimethylamine;(-)-phenothiazin;10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,beta-trimethyl-, (-)-;10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,beta-trimethyl-, (R)-;2-Methoxytrimeprazine;3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine;7044 R.P.
• CAS NO: 60-99-1
• Molecular Formula: C₁₉H₂₄N₂OS
• Molecular Weight: 444.54
• EINECS: 200-495-5
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 60-99-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 117°C
• Boiling Point: 468 °C at 760 mmHg
• Flash Point: 236.8 °C
• Appearance: /
• Density: 1.0897 (rough estimate)
• Vapor Pressure: 6.22E-09mmHg at 25°C
• Refractive Index: 1.5950 (estimate)
• Water Solubility: 20mg/L(25 oC)
• CAS DataBase Reference: (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT(60-99-1)
• EPA Substance Registry System: (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT(60-99-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• RIDADR: 3249
• RTECS: SO6125000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 60-99-1(Hazardous Substances Data)

Usage

Description

(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT, also known as Levoprome, is a member of the phenothiazine class of compounds. It is characterized by the presence of a (2R)-3-(dimethylamino)-2-methylpropyl group and a methoxy group at positions 10 and 2, respectively. Levoprome is a chiral molecule with the (-) enantiomer being the active form, and it is used in various applications due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
Levoprome is used as an analgesic agent for the management of pain. Its chemical structure allows it to interact with specific receptors in the central nervous system, providing relief from pain without causing the user to feel drowsy or sedated.
Used in Research Applications:
As a member of the phenothiazine class, Levoprome is also used in research settings to study the effects of this class of compounds on various biological systems. Its unique structure makes it a valuable tool for understanding the mechanisms of action and potential therapeutic applications of phenothiazines.
Used in Veterinary Medicine:
Levoprome, under the brand name Immonex, is used in veterinary medicine as an analgesic and sedative agent for animals. Its effectiveness in managing pain and providing a calming effect makes it a useful compound in veterinary practice.

Therapeutic Function

Analgesic

InChI:InChI=1/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-11-15(22-4)9-10-17(19)21/h5-11,14H,12-13H2,1-4H3

Synthetic route

Methotrimeprazine (851-68-3) → levomepromazine (60-99-1)

Conditions	Yield
With D-tartaric acid

(S)-γ-(2-methoxy-phenothiazin-10-yl)-isobutylamin; hydrochloride (98284-19-6) + aqueous methanol. formaldehyde → levomepromazine (60-99-1)

Conditions	Yield
anschliessende Hydrierung an Platin;

Upstream product

• 98284-19-6 (S)-γ-(2-methoxy-phenothiazin-10-yl)-isobutylamin; hydrochloride 
• 851-68-3 Methotrimeprazine