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434639

Sigma-Aldrich

(S)-(+)-2,2-Dimethylcyclopropanecarboxamide

98%

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About This Item

Linear Formula:
(CH3)2C3H3CONH2
CAS Number:
75885-58-4
Molecular Weight:
113.16
EC Number:
278-334-3
MDL number:
MFCD00216614
UNSPSC Code:
12352111
PubChem Substance ID:
24867204
NACRES:
NA.22

assay

98%

form

solid

optical activity

[α]20/D +82°, c = 1 in methanol

mp

135-137 °C (lit.)

SMILES string

CC1(C)C[C@@H]1C(N)=O

InChI

1S/C6H11NO/c1-6(2)3-4(6)5(7)8/h4H,3H2,1-2H3,(H2,7,8)/t4-/m1/s1

InChI key

YBZQRYWKYBZZNT-SCSAIBSYSA-N

Application

Employed in the preparation of (Z)-2-(acylamino)-3-substituted propenoic acids as inhibitors of the mammalian β-lactamase renal dipeptidase.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D W Graham et al.
Journal of medicinal chemistry, 30(6), 1074-1090 (1987-06-01)
The title enzyme deactivates the potent carbapenem antibiotic imipenem in the kidney, producing low antibiotic levels in the urinary tract. A series of (Z)-2-(acylamino)-3-substituted-propenoic acids (3) are specific, competitive inhibitors of the enzyme capable of increasing the urinary concentration of

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