17608-59-2

Basic information

• Product Name: N-nitrosoephedrine
• Synonyms: N-nitrosoephedrine;NITROSOEPHEDRINE;α-[1-(Methylnitrosoamino)ethyl]benzenemethanol;α-[1-(N-Methyl-N-nitrosoamino)ethyl]benzyl alcohol;2-[Methyl(nitroso)amino]-1-phenylpropan-1-ol;ZVTOLKAVCZXHFM-UHFFFAOYSA-N
• CAS NO: 17608-59-2
• Molecular Formula: C10H14 N2 O2
• Molecular Weight: 194.26
• Mol File: 17608-59-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 330.68°C (rough estimate)
• Flash Point: 184°C
• Appearance: /
• Density: 1.1444 (rough estimate)
• Vapor Pressure: 1.8E-06mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 4°C, Inert atmosphere
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly)
• CAS DataBase Reference: N-nitrosoephedrine(CAS DataBase Reference)
• NIST Chemistry Reference: N-nitrosoephedrine(17608-59-2)
• EPA Substance Registry System: N-nitrosoephedrine(17608-59-2)

Safety Data

• Hazardous Substances Data: 17608-59-2(Hazardous Substances Data)

Usage

Description

N-Nitrosoephedrine is an N-nitroso derivative of (1R,2S)-(-)-Ephedrine (E574995), a sympathomimetic amine that is commonly used to treat hypotension associated with anesthesia. It shares a similar molecular structure with the well-known drug phenylpropanolamine. N-Nitrosoephedrine is also utilized for in-vivo formation of mutagenic N-nitroso compounds.

Uses

Used in Pharmaceutical Industry:
N-Nitrosoephedrine is used as an active pharmaceutical ingredient for the treatment of hypotension, particularly in cases associated with anesthesia. Its sympathomimetic amine properties help in increasing blood pressure and improving cardiovascular function during medical procedures.
Used in Research and Development:
N-Nitrosoephedrine is used as a research compound for the in-vivo formation of mutagenic N-nitroso compounds. This application is crucial in the study of the effects of these compounds on biological systems and their potential role in the development of various diseases, including cancer.
Used in Chemical Synthesis:
N-Nitrosoephedrine can be used as a starting material or intermediate in the synthesis of other related compounds with potential pharmaceutical or chemical applications. Its unique structure and reactivity make it a valuable component in the development of new drugs and chemicals.

Safety Profile

Confirmed carcinogen. Poison by ingestion and intraperitoneal routes. An experimental teratogen. Mutation data reported. Many N-nitroso compounds are carcinogens. When heated to decomposition it emits toxic fumes of NOx. See also N-NITROSO COMPOUNDS.

InChI:InChI=1/C10H14N2O2/c1-8(12(2)11-14)10(13)9-6-4-3-5-7-9/h3-8,10,13H,1-2H3

Relevant articles and documents

Reaction kinetic studies on the formation of N-nitrosoephedrine in vitro and in vivo

N-Nitrosoephedrine was synthesized at a high yield (>90%). The influence of pH on the reaction process (ephedrine sulfate + nitrous acid in hydrochloric acid) was investigated and the pH-optimum determined. Furthermore the influence of coffee, ascorbic acid, citric acid, cyclamate/saccharine (10:1), smoke condensate of cigarettes, glucose and ethanol on the reaction process was also determined. The tests with animals (rats) showed that N-nitrosoephedrine could be detected in serum after the oral application of ephedrine sulfate and sodium nitrite.