75985-52-3

Basic information

• Product Name: (2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE
• Synonyms: 1-(1'(R)-ALPHA-METHYLBENZYL)-AZIRIDINE-2(R)-CARBOXAMIDE;(2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE;(R)-1-[(1R)-α-Methylbenzyl]-2-aziridinecarboxamide;(R)-1-[(R)-α-methoxybenxyl]-2-aziridinecarboxamide, 1-(1μ(R)-α-methylbenzyl)-aziridine-2(R)-carboxamide;(R)-1-[(1R)-α-Methylbenzyl]aziridine-2-carboxaMide;(R)-1-[(1R)-alpha-Methylbenzyl]aziridine-2-carboxamide 98%;(R)-1-[(1R)-ALPHA-METHYLBENZYL]AZIRIDINE-2-CARBOXAMIDE
• CAS NO: 75985-52-3
• Molecular Formula: C11H14N2O
• Molecular Weight: 190.24
• Mol File: 75985-52-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 111-114 °C(lit.)
• Boiling Point: 345.9°C at 760 mmHg
• Flash Point: 163°C
• Appearance: /
• Density: 1.201g/cm³
• Vapor Pressure: 5.96E-05mmHg at 25°C
• Refractive Index: 1.607
• PKA: 15.98±0.20(Predicted)
• CAS DataBase Reference: (2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE(75985-52-3)
• EPA Substance Registry System: (2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE(75985-52-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 75985-52-3(Hazardous Substances Data)

Usage

General Description

(2R)-1-[(1R)-1-phenylethyl]-2-aziridinecarboxamide is a chemical compound with the molecular formula C12H16N2O. It is an aziridine derivative with a carboxamide functional group. (2R)-1-[(1R)-1-PHENYLETHYL]-2-AZIRIDINECARBOXAMIDE has a chiral center, resulting in two enantiomers, one of which is (2R)-1-[(1R)-1-phenylethyl]-2-aziridinecarboxamide. It is used in various chemical and pharmaceutical applications, including as a building block for the synthesis of other compounds and as a potential drug candidate for medicinal chemistry research. Its biological and pharmacological activities are not widely known, but its unique structure and potential reactivity make it an interesting target for further investigation in the field of organic and medicinal chemistry.

InChI:InChI=1/C11H14N2O/c1-8(9-5-3-2-4-6-9)13-7-10(13)11(12)14/h2-6,8,10H,7H2,1H3,(H2,12,14)/t8-,10-,13?/m1/s1

Downstream Products

• 1630013-28-3 C₁₁H₁₅FN₂O 
• 1630013-36-3 C₁₁H₁₅FN₂O 

Relevant articles and documents

Regioselective and stereospecific synthesis of enantiopure 1,3-oxazolidin-2-ones by intramolecular ring opening of 2-(Boc-aminomethyl) aziridines. Preparation of the antibiotic linezolid

The amide moiety of several enantiopure unactivated 1-aryl- or 1-alkylaziridine-2-carboxamides were reduced and then W-Boc-protected to afford enantiopure 2-(Boc-aminomethyl)aziridines, which were further converted into enantiopure 5-(aminomethyl)-1,3-oxazolidin-2-ones by means of a stereospecific and fully regioselective BF3-Et2O-promoted intramolecular nucleophilic ring opening. One of these oxazolidinones was transformed into the antibiotic linezolid through a Cul-catalyzed N-arylation reaction at its carbamate moiety.

N-Substituted aziridine-2-carboxylic acid derivatives for immuno stimulation

Aziridine-2-carboxylic acid derivatives of the formula STR1 wherein X is a carboxyl, nitrile, alkoxycarbonyl or carbamoyl group, and R and R1 are various organic radicals, or pharmacologically acceptable salts thereof, exhibit marked immunostimulant activity, especially in conjunction with added chemotherapeutic agents such as a penicillin, a cephalosporin, a nitrofuran or chloramphenicol. Those compounds are new where X is a cyano group or an alkoxycarbonyl radical and R1 is a hydrogen atom, but R' is not an unsubstituted alkyl radical or an alkyl radical substituted by hydroxyl, alkoxy, dialkylamino, phenyl, 4-chlorophenyl or 4-methoxyphenyl or a vinyl radical substituted by a phenyl or methyl radical, or a cycloalkyl radical, a phenyl a 4-chlorophenyl, a 4-methoxyphenyl, an s-triazinyl or a pyridinyl radical; or where X is a carbamoyl group and R1 is a hydrogen atom, R' is not an unsubstituted cyclohexyl, alkyl or benzyl radical; or where X is a cyano group or an alkoxycarbonyl radical and R1 is a phenyl radical, R' is not an isopropyl, cyclohexyl, phenyl, benzyl or p-chlorobenzyl radical; or where R1 is a methyl radical, R1 is not a benzyl, p-chloro- or p- methoxybenzyl radical.