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
vapor pressure
4.67 psi ( 20 °C)
Quality Level
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.)
SMILES string
NC1CC1
InChI
1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
InChI key
HTJDQJBWANPRPF-UHFFFAOYSA-N
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.
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signalword
Danger
hcodes
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
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
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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)
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
Jo-Yanne Le Berre et al.
PloS one, 12(12), e0190341-e0190341 (2017-12-28)
Little is known about the responses of plant roots to filamentous pathogens, particularly to oomycetes. To assess the molecular dialog established between the host and the pathogen during early stages of infection, we investigated the overall changes in gene expression