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307467

Sigma-Aldrich

cis-1,2-Diaminocyclohexane

97%

Synonym(s):

cis-1,2-Cyclohexanediamine

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About This Item

Linear Formula:
C6H10(NH2)2
CAS Number:
Molecular Weight:
114.19
Beilstein:
2801644
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

vapor pressure

0.4 mmHg ( 20 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.493 (lit.)

bp

92-93 °C/18 mmHg (lit.)

density

0.952 g/mL at 25 °C (lit.)

SMILES string

N[C@@H]1CCCC[C@@H]1N

InChI

1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6+

InChI key

SSJXIUAHEKJCMH-OLQVQODUSA-N

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General description

cis-1,2-Diaminocyclohexane perturbed the spectrum of free pyrroloquinoline quinone (PQQ), a covalently linked form of which is the carbonyl cofactor of lysyl oxidase and also induced similar changes in the spectrum of lysyl oxidase.

Application

cis-1,2-Diaminocyclohexane was used in the synthesis of platinum complexes that have high antitumor activity.It was also used in the synthesis of multidentate ligands for uranyl and transition metal complexation.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 56, 6083-6083 (1991)
S N Gacheru et al.
The Journal of biological chemistry, 264(22), 12963-12969 (1989-08-05)
The observation that aliphatic diamines become poor substrates as the carbon chain length decreases and that ethylenediamine, the shortest diamine, is an irreversible inhibitor of lysyl oxidase led to the investigation of the mechanism of inhibition by ethylenediamine. The cis
Y Kidani et al.
Journal of medicinal chemistry, 21(12), 1315-1318 (1978-12-01)
Platinum complexes derived from three isomers of 1,2-diaminocyclohexane have been synthesized and their antitumor activities were evaluated against ascites Sarcoma-180. All the platinum complexes had high antitumor activity. Platinum complexes derived from cis-1,2-diaminocyclohexane were more effective than those derived from
The Journal of Organic Chemistry, 56, 3339-3339 (1991)
Hidekazu Yamada et al.
Journal of the American Chemical Society, 134(17), 7250-7253 (2012-04-18)
Optically active amidine dimer strands having a variety of chiral and achiral linkers with different stereostructures are synthesized and used as templates for diastereoselective imine-bond formations between two achiral carboxylic acid monomers bearing a terminal aldehyde group and racemic 1,2-cyclohexanediamine

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