64-12-0

Basic information

• Product Name: p-Chloroamphetamine
• Synonyms: p-Chloroamphetamine;DL-p-Chloroamphetamine;rac-(2R*)-1-(4-Chlorophenyl)-2-propanamine;1-(4-Chlorophenyl)-2-propanamine;p-Chloramphetamine;p-Chloro-α-methylphenethylamine;α-Methyl-p-chlorophenethylamine;.alpha.-Methyl-p-chlorophenethylamine
• CAS NO: 64-12-0
• Molecular Formula: C₉H₁₂ClN
• Molecular Weight: 169.65
• Mol File: 64-12-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 244.2°C at 760 mmHg
• Flash Point: 117°C
• Appearance: /
• Density: 1.096g/cm³
• Vapor Pressure: 0.0307mmHg at 25°C
• Refractive Index: 1.543
• PKA: pKa 9.80 (Uncertain)
• CAS DataBase Reference: p-Chloroamphetamine(CAS DataBase Reference)
• NIST Chemistry Reference: p-Chloroamphetamine(64-12-0)
• EPA Substance Registry System: p-Chloroamphetamine(64-12-0)

Safety Data

• Hazardous Substances Data: 64-12-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H12ClN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3

Upstream product

• 77287-34-4 formamide 
• 5586-88-9 1-(4-chlorophenyl)propan-2-one 
• 29125-75-5 p-chloro(methylstyrene) 
• 104-88-1 4-chlorobenzaldehyde 
• 108-90-7 chlorobenzene 
• 1454-65-5 1-(4-chlorophenyl)propan-2-one oxime 
• 710-20-3 1-chloro-4-(2-nitropropenyl)benzene 
• 13663-06-4 1-chloro-4-(2-chloro-propyl)-benzene 

Downstream Products

• 71271-88-0 1-[2-(4-Chloro-phenyl)-1-methyl-ethyl]-3-methyl-thiourea 
• 1351781-72-0 C₁₂H₁₆ClNO₂ 
• 405-46-9 (S)-(+)-1-(4'-chloro)phenyl-2-propanamine 
• 2275-84-5 (R)-(-)-1-(4'-chloro)phenyl-2-propanamine 
• 21159-05-7 2-Acetamino-1-(4-chlor-phenyl)-propan 
• 1199-85-5 p-Chlorometamphetamine 
• 65115-00-6 (+/-)-N_.N-Dimethyl-p-chloramphetamin 
• 13026-05-6 Bis-[2-(4-chloro-phenyl)-1-methyl-ethyl]-amine 
• 71271-86-8 N-Methansulfonyl-1-(4-chlorphenyl)-2-aminopropan 

Relevant articles and documents

Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination

Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.

Method of treating nausea and vomiting with certain substituted-phenylalkylamino (and aminoacid) derivatives and other serotonin depleting agents

A method for the treatment of emesis in a mammal, which method comprises administering to said mammal an emesis inhibiting amount of a compound which depletes serotonin in the brain of mammals; among which are compounds having the formula: STR1 wherein, R is selected from hydrogen, loweralkyl, trifluoromethyl, carboxyl, or loweralkoxycarbonyl; R1 and R2 are hydrogen or loweralkyl; Z is trifluoromethyl or halogen; the optical isomers and pharmaceutically acceptable salts thereof; two of the preferred compounds of the invention are fenfluramine and norfenfluramine.

Heterocyclic analogs of amphetamine: Thioureas, dithiocarbamates, and negatively substituted amides

A series of heterocyclic analogs of amphetamine was synthesized. The heterocycles employed included the 2-furyl, 2-thienyl, 3-methyl-2 thienyl, 3-pyridyl, and 6-methyl-2-pyridyl rings. The aliphatic amine group was converted to the N-methylthiourea, dithiocarbamate, methanesulfonyl, trifluoromethanesulfonyl, and trifluoroacetyl functions since similar conversions of the β-phenethylamine structure had shown blood pressure-lowering effects and some loss of behavioral effects. P-Chlorophenyl and 1-naphthyl analogs were also converted to these derivatives. Behavioral and other biological effects, including antiarthritic, passive cutaneous anaphylactic, and antimicrobial, were observed. The 3-methyl-2-thienyl analog of amphetamine significantly increased papillary muscle contractile force without producing arrhythmias.