434639
(S)-(+)-2,2-Dimethylcyclopropanecarboxamide
98%
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About This Item
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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