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125504

Sigma-Aldrich

Cyclopropylamine

98%

Sinónimos:

Aminocyclopropane

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About This Item

Fórmula lineal:
C3H5NH2
Número de CAS:
765-30-0
Peso molecular:
57.09
Beilstein/REAXYS Number:
741858
EC Number:
212-142-2
MDL number:
MFCD00001301
UNSPSC Code:
12352100
PubChem Substance ID:
24847670
NACRES:
NA.22

vapor pressure

4.67 psi ( 20 °C)

Quality Level

200

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

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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.

For use with

Referencia del producto
Descripción
Precios

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

33.8 °F - closed cup

flash_point_c

1 °C - closed cup

ppe

Faceshields, Gloves, Goggles

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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(Cyclopropylmethyl)methylamine AldrichCPR

Sigma-Aldrich

CBR00064

(Cyclopropylmethyl)methylamine

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
Coordination Mode vs. Anticancer Activity of the Platinum (II) Complexes Involving Sulfur-Containing Ylidenemalonate Ligands.
Sakai N, et al.
Bull. Korean Chem. Soc., 19(12), 1377-1379 (1998)
Christopher L Shaffer et al.
Journal of the American Chemical Society, 124(28), 8268-8274 (2002-07-11)
The role of single electron transfer (SET) in P450-catalyzed N-dealkylation reactions has been studied using the probe substrates N-cyclopropyl-N-methylaniline (2a) and N-(1'-methylcyclopropyl)-N-methylaniline (2b). In earlier work, we showed that SET oxidation of 2a by horseadish peroxidase leads exclusively to products
Catherine A Faler et al.
Organic letters, 9(10), 1987-1990 (2007-04-24)
An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These
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