Aminocyclopropane is the

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

with the formula . It is a simple

amine In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...

derivative of

cyclopropane Cyclopropane is the cycloalkane with the molecular formula (CH2)3, consisting of three methylene groups (CH2) linked to each other to form a triangular ring. The small size of the ring creates substantial ring strain in the structure. Cyclopropane ...

. As a precursor to pesticides and pharmaceuticals, it is produced on a multi-ton scale from the carboxamide.

Cyclopropylamines

Many aminocyclopropanes are known, most prominently the

amino acid Amino acids are organic compounds that contain both amino and carboxylic acid functional groups. Although over 500 amino acids exist in nature, by far the most important are the 22 α-amino acids incorporated into proteins. Only these 22 a ...

aminocyclopropane-1-carboxylic acid. The cyclopropylamine group is featured in several

pharmaceutical drug Medication (also called medicament, medicine, pharmaceutical drug, medicinal product, medicinal drug or simply drug) is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy ( pharmacotherapy) is an important part of the ...

s: *

Simeprevir Simeprevir, sold under the brand name Olysio among others, is a medication used in combination with other medications for the treatment of hepatitis C. It is specifically used for hepatitis C genotype 1 and 4. Medications it is used with include ...

, used to treat

hepatitis C Hepatitis C is an infectious disease caused by the hepatitis C virus (HCV) that primarily affects the liver; it is a type of viral hepatitis. During the initial infection period, people often have mild or no symptoms. Early symptoms can include ...

infections *

Risdiplam Risdiplam, sold under the brand name Evrysdi, is a medication used to treat spinal muscular atrophy (SMA) and is the first oral medication approved to treat this disease by the US Food and Drug Administration (FDA). Risdiplam is a survival ...

, used to treat spinal muscular atrophy *

ciprofloxacin Ciprofloxacin is a fluoroquinolone antibiotic used to treat a number of bacterial infections. This includes bone and joint infections, intra-abdominal infections, certain types of infectious diarrhea, respiratory tract infections, skin ...

, an antibiotic. Cyclopropylamines can be prepared by the Kulinkovich reaction, by dialkylation of bromonitromethane, and various

cyclopropanation In organic chemistry, cyclopropanation refers to any chemical process which generates cyclopropane () Ring (chemistry), rings. It is an important process in modern chemistry as many useful compounds bear this motif; for example pyrethroid insectic ...

s.{{cite journal, doi=10.1021/acs.chemrev.0c00166 , title=Selective Carbon–Carbon Bond Cleavage of Cyclopropylamine Derivatives , date=2021 , last1=Sokolova , first1=Olga O. , last2=Bower , first2=John F. , journal=Chemical Reviews , volume=121 , issue=1 , pages=80–109 , pmid=32567848

References

Amines Cyclopropanes