Cyclohexylamine
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Through Organic compound, Aliphatic compound and Amine
It is a useful intermediate in the production of many other organic compounds (e.g. cyclamate)
Preparation
Cyclohexylamine is produced by two routes, the main one being the complete hydrogenation of aniline using some cobalt- or nickel-based catalysts:
- C6H5NH2 + 3 H2 → C6H11NH2
It is also prepared by alkylation of ammonia using cyclohexanol.
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Applications
Cyclohexylamine is used as an intermediate in synthesis of other organic compounds. It is the precursor to sulfenamide-based reagents used as accelerators for vulcanization. The amine itself is an effective corrosion inhibitor. It has been used as a flushing aid in the printing ink industry.
Drugs List
It is a building block for pharmaceuticals (e.g., mucolytics, analgesics, and bronchodilators). Most of the drugs in the following list fall into the arena of sulfonamide hypoglycemics though:
- Acetohexamide
- Amesergide
- Bromhexine
- Brovanexine
- CGP-11112 (not actually made from CyNH2 but CyN containing).
- Cilostazol
- Clorexolone
- Cyclamate
- Enpromate
- Esaprazole
- Glibenclamide
- Glicaramide
- Gliquidone
- Glipizide
- Glisindamide
- Glisolamide
- Glycyclamide
- Glyhexamide
- Hexazinone
- Hexylcaine
- Hydroxyhexamide
- lomustine
- Metahexamide
- Timegadine
- Thiohexamide
- U-37883A
Toxicity
Cyclohexylamine has a low acute toxicity with LD50 (rat; p.o.) = 0.71 ml/kg Like other amines, it is corrosive.
Cyclohexylamine is listed as an extremely hazardous substance as defined by Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act. The National Institute for Occupational Safety and Health has suggested workers not be exposed to a recommended exposure limit of over 10 ppm (40 mg/m3) over an eight-hour workshift.