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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:
1436-59-5
Molecular Weight:
114.19
Beilstein/REAXYS Number:
2801644
MDL number:
MFCD00063746
UNSPSC Code:
12352100
PubChem Substance ID:
24858595

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
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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trans-N,N′-Dimethylcyclohexane-1,2-diamine 97%

Sigma-Aldrich

633089

trans-N,N′-Dimethylcyclohexane-1,2-diamine

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
The Journal of Organic Chemistry, 56, 3339-3339 (1991)
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
Kenji Yoshikawa et al.
Bioorganic & medicinal chemistry, 17(24), 8221-8233 (2009-11-11)
A series of cis-1,2-diaminocyclohexane derivatives possessing a 6-6 fused ring for the S1 moiety were synthesized as novel factor Xa (fXa) inhibitors. The synthesis, structure-activity relationship (SAR), and physicochemical properties are reported herein, together with the discovery of compound 45c
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