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CasNo: 765-30-0
Molecular Formula: C3H7N
Appearance: Clear and colourless, volatile liquid
Chemical Properties |
Cyclopropylamine (CPA) is a primary aliphatic amine with the formula C3H7N. It's a mouse metabolite and an essential intermediate in the preparation of many biologically active substances. It is a colorless and transparent flammable liquid with volatility and ammonia odor. It is miscible with water, methanol, ethanol, benzene, toluene and other solvents. |
Uses |
Cyclopropylamine is mainly used in organic synthesis and pharmaceutical synthesis intermediates. It can be used in the synthesis of new antibacterial drugs such as ciprofloxacin, enrofloxacin, and spafloxacin. Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent. It has a role as a mouse metabolite. |
Biochem/physiol Actions |
Cyclopropylamine inactivates cytochrome P450 enzymes by a mechanism involving initial one-electron oxidation at nitrogen followed by scission of the cyclopropane ring leading to covalent modification of the enzyme. It is a mechanism-based inhibitor of quinoprotein methylamine dehydrogenase from Paracoccus denitrificans. |
Purification Methods |
It has been isolated as the benzamide m 100.6-101.0o (from aqueous EtOH). It forms a picrate m 149o (from EtOH/pet ether) from which the free base can be recovered using a basic ion-exchange resin and can then be distilled through a Todd column (p 11) using an automatic still head which only collects products boiling below 51o/atm. Polymeric materials if present will boil above this temperature. The hydrochloride has m 85-86o [Roberts & Chambers J Am Chem Soc 73 5030 1951, Jones J Org Chem 9 484 1944, Emmons J Am Chem Soc 79 6522 1957]. [Beilstein 12 IV 3.] |
InChI:InChI=1/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
Hydrogen azide was photolyzed in liquid ...
The cyclic (alkyl) (amino) carbene chrom...
The invention discloses a synthesis proc...
Over 50 years ago, Jencks and Gilchrist ...
A class of robust solid molecular NHC-ba...
N-benzylcyclopropanamine
benzaldehyde
Cyclopropylamine
benzylamine
Conditions | Yield |
---|---|
With mitochondrial monoamine oxidase; In water; Mechanism; Product distribution; experiments with 14C- and 3H-labelled compounds; comparison of enzyme and electrochemical amine oxidation mechanism (two electron transfers via a radical cation intermediate);
|
N-benzylidenecyclopropylamine
benzaldehyde
Cyclopropylamine
Conditions | Yield |
---|---|
With 20 μM Tris pH 9.0 buffer; at 25 ℃; Rate constant;
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nitrocyclopropane
Cyclopropancarbamid
Methyl N-cyclopropylcarbamate
cyclopropanecarboxylic acid
N-cyclopropylcyclopropanecarboxamide
N-cyclopropylbenzamide
1-cyclopropyl-3-phenylurea
3-cyclopropyl-1-phenylthiourea