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125504

Sigma-Aldrich

Cyclopropylamine

98%

Synonym(s):

Aminocyclopropane

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About This Item

Linear Formula:
C3H5NH2
CAS Number:
765-30-0
Molecular Weight:
57.09
Beilstein:
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.

accessory

Product No.
Description
Pricing

Signal Word

Danger

Hazard Statements

H225,H302,H314

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

33.8 °F - closed cup

Flash Point(C)

1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

125504-25G:
125504-VAR:
125504-10G:
125504-10KG:
125504-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1564
STBK5106
STBK0895
STBJ2391
STBH0929

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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)
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)
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
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
Bram Denolf et al.
Organic letters, 9(2), 187-190 (2007-01-16)
Treatment of novel chiral N-sulfinyl alpha-chloro ketimines with Grignard reagents resulted in the synthesis of chiral N-(1-substituted cyclopropyl)-tert-butanesulfinamides in acceptable to good yields and diastereoselectivity via 1,3-dehydrohalogenation and subsequent addition of the Grignard reagent to the intermediate cyclopropylideneamine. Only in
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