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Merck
CN

125504

Cyclopropylamine

98%

Synonym(s):

Aminocyclopropane

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About This Item

Linear Formula:
C3H5NH2
CAS Number:
Molecular Weight:
57.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-142-2
Beilstein/REAXYS Number:
741858
MDL number:
Assay:
98%
Form:
liquid
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Product Name

Cyclopropylamine, 98%

InChI key

HTJDQJBWANPRPF-UHFFFAOYSA-N

InChI

1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2

SMILES string

NC1CC1

vapor pressure

4.67 psi ( 20 °C)

assay

98%

form

liquid

autoignition temp.

527 °F

refractive index

n20/D 1.420 (lit.)

bp

49-50 °C (lit.)

density

0.824 g/mL at 25 °C (lit.)

Quality Level

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Application

Cyclopropylamine(CPA) has been used in the synthesis of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives. It has been used in the synthesis of Pt(CPA)2(bismethylthiomethylenepropanedioate) and Pt(CPA)2(bisethylthiomethylenepropanedioate) complexes.

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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

33.8 °F - closed cup

flash_point_c

1 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Regulatory Information

危险化学品
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Dapeng Sun et al.
FEBS letters, 517(1-3), 172-174 (2002-06-14)
Cyclopropylamine is a mechanism-based inhibitor of the quinoprotein methylamine dehydrogenase (MADH) from Paracoccus denitrificans. The resulting inactivation is accompanied by the formation of a covalent cross-link between the alpha and beta subunits of MADH. The results of site-directed mutagenesis studies
Synthesis and Antifungal Activity of 5-[2-(Alkylamino) pyrimidin-4-yl]-4-phenylthiazol-2-cycloalkylamine Derivatives on Phytophthora capsici.
Nam Sw, et al.
J. Korean Chem. Soc., 54(3), 395-402 (2011)
Etienne Veignie et al.
Environmental pollution (Barking, Essex : 1987), 129(1), 1-4 (2004-01-30)
In order to study the enzymatic mechanisms involved in the successive steps of BaP degradation by a Deuteromycete fungus Fusarium solani, we developed an indirect approach by using inhibitors of enzymes. We used either specific inhibitors of peroxidases (i.e. salicylhydroxamic
Qin Sun et al.
Chemical research in toxicology, 21(3), 711-719 (2008-02-27)
Trovafloxacin (Trovan) is a fluoroquinolone antibiotic drug with a long half-life and broad-spectrum activity. Since its entry into the market in 1998, trovafloxacin has been associated with numerous cases of hepatotoxicity, which has limited its clinical usefulness. Trovafloxacin possesses two
David J Aitken et al.
Organic & biomolecular chemistry, 9(21), 7517-7524 (2011-09-23)
The Kulinkovich-de Meijere reaction between an unsaturated Grignard reagent and a chiral amide takes place with a high trans stereoselectivity and provides a convenient access to non-racemic trans cyclopropylamines. These compounds are transformed in four steps into the corresponding N-protected

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