Cyclopropylamine

General description of Cyclopropylamine (CPA):

Cyclopropylamine (CPA) or aminocyclopropane [765-30-0] is a colorless liquid with the boiling point of 49-50 °C.^[1] The density of a Cyclopropylamine is 0.82 g/cm3 (20 °C). Compound is harmful if swallowed (LD₅₀ 445 mg/Kg, rat, oral) and it can cause changes in structure or function of salivary glads, hypermotility or diarrhea.^[2] It is highly flammable liquid and its vapour can cause severe skin burns and eye damage. Cyclopropylamine is usually prepared from γ-butyrolactone in five steps sequence of ring-opening, esterification, cyclization, amidation and final Hoffman degradation of cyclopropanecarboxaminde.^[3]

Application of Cyclopropylamine (CPA):

Cyclopropylamine is an important intermediate for synthesis of fluoroquinolone antibiotics such as Ciprofloxacin, that is recognized as one of the WHO’s Essential Medicines.^[4] Many other fluoroquinolone derivatives (Gatifloxacin, Moxifloxacin, Gemifloxacin, Grepafloxacin, Garenoxacin, Sparfloxacin) contain cyclopropylamino moiety.^[5] It is used in the preparation of insecticide Cyromazine, triazine insect growth regulator (it regulates the growth via inhibition of chitin synthesis).^[6]

Product categorization (Chemical groups):

Main category:

• Amines / Amine salts / Imines

Second level:

• Aliphatic

Hazard Identification:

H225 - Highly flammable liquid and vapour. H302 - Harmful if swallowed. H314 - Causes severe skin burns and eye damage. P210 - Keep away from heat/sparks/open flames/hot surfaces. - No smoking. P280 - Wear protective gloves/ protective clothing/ eye protection/ face protection. P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 - Immediately call a POISON CENTER or doctor/ physician ______________________________________________________________________________________