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Merck
CN

120685

N-Cyclohexylformamide

99%

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About This Item

Linear Formula:
HCONHC6H11
CAS Number:
766-93-8
Molecular Weight:
127.18
NACRES:
NA.22
PubChem Substance ID:
24847425
UNSPSC Code:
12352100
MDL number:
MFCD00003828

Key Documents

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Product Name

N-Cyclohexylformamide, 99%

InChI

1S/C7H13NO/c9-6-8-7-4-2-1-3-5-7/h6-7H,1-5H2,(H,8,9)

SMILES string

O=CNC1CCCCC1

InChI key

SWGXDLRCJNEEGZ-UHFFFAOYSA-N

assay

99%

form

solid

bp

113 °C/700 mmHg (lit.)

mp

36-41 °C (lit.)

functional group

amide

Quality Level

100

Gene Information

human ... ADH1A(124), ADH1B(125), ADH1C(126), ADH4(127), ADH7(131), EPHX2(2053)
mouse ... Ephx2(13850)

Related Categories

Application

N-Cyclohexylformamide was used in the synthesis of 2-methylidene-1,3-selenazolidine derivatives.

General description

N-Cyclohexylformamide binds to the complex of horse liver alcohol dehydrogenase with NADH and is similar to the Michaelis complex for aldehyde reduction catalyzed by the enzyme. It is formed during hydration of cyclohexyl isocyanide catalyzed by a novel enzyme isonitrile hydratase from Pseudomonas putida N19-2 .

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7150
S43975
12323ED
08520KH
16824EO

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Selenium-containing heterocycles from isoselenocyanates: synthesis of 2-methylidene-1, 3-selenazolidine derivatives.
Sommen GL, et al.
Tetrahedron, 62(14), 3344-3354 (2006)
H Deng et al.
Biochemistry, 37(40), 14267-14278 (1998-10-07)
The binding of N-cyclohexylformamide (CXF) to the complex of horse liver alcohol dehydrogenase with NADH mimics that of the Michaelis complex for aldehyde reduction catalyzed by the enzyme. The Raman spectra of bound CXF and its 13C- and 15N-substituted derivatives
M Goda et al.
The Journal of biological chemistry, 276(26), 23480-23485 (2001-04-18)
Isonitrile containing an N triple bond C triple bond was degraded by microorganism sp. N19-2, which was isolated from soil through a 2-month acclimatization culture in the presence of this compound. The isonitrile-degrading microorganism was identified as Pseudomonas putida. The
S Ramaswamy et al.
Biochemistry, 36(12), 3522-3527 (1997-03-25)
Amides are analogs of aldehydes and potent inhibitors of liver alcohol dehydrogenases. They can be used for structural studies and for inhibiting the metabolism of alcohols that form toxic products. We studied N-alkyl amides that bind to the enzyme-NADH complex
Uncompetitive inhibitors of alcohol dehydrogenases.
B V Plapp et al.
Advances in experimental medicine and biology, 463, 295-303 (1999-06-03)
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