301566
2,2,3,3-Tetramethylcyclopropanecarboxylic acid
99%
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About This Item
Linear Formula:
(CH3)4C3HCO2H
CAS Number:
Molecular Weight:
142.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
2,2,3,3-Tetramethylcyclopropanecarboxylic acid, 99%
InChI
1S/C8H14O2/c1-7(2)5(6(9)10)8(7,3)4/h5H,1-4H3,(H,9,10)
SMILES string
CC1(C)C(C(O)=O)C1(C)C
InChI key
SFHVXKNMCGSLAR-UHFFFAOYSA-N
assay
99%
mp
120-121 °C (lit.)
functional group
carboxylic acid
Application
2,2,3,3-Tetramethylcyclopropanecarboxylic acid was used as a starting material for the synthesis of central nervous system-active compounds.
General description
2,2,3,3-Tetramethylcyclopropanecarboxylic acid is an inactive cyclopropyl analog of valproic acid (major antiepileptic drug). Inhibition of histone deacetylases and tumor cells cytotoxicities of 2,2,3,3-tetramethylcyclopropanecarboxylic acid was studied.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Sara Eyal et al.
Biochemical pharmacology, 69(10), 1501-1508 (2005-04-29)
The tumor cells toxicity of the antiepileptic drug valproic acid (VPA) has been associated with the inhibition of histone deacetylases (HDACs). We have assessed, in comparison to VPA, the HDACs inhibition and tumor cells cytotoxicities of CNS-active VPA's constitutional isomers
Preparation of tetramethylcyclopropanecarboxylic-14C acid and insecticidal terallethrin-14C from it.
A Yoshitake et al.
Radioisotopes, 30(8), 452-454 (1981-08-01)
Neta Pessah et al.
Journal of medicinal chemistry, 52(8), 2233-2242 (2009-03-20)
2,2,3,3-Tetramethylcyclopropanecarboxylic acid (TMCA, 4) is a cyclic analogue of the antiepileptic drug (AED) valproic acid (VPA) (1). alpha-F, alpha-Cl, alpha-Br, and alpha-methyl derivatives of 4 and their amides were synthesized and tested in rodent models for anticonvulsant potency and AED-induced
Tawfeeq Shekh-Ahmad et al.
Epilepsy research, 98(2-3), 238-246 (2011-11-08)
Valproic acid (VPA) is a major antiepileptic drug (AED) that is less potent than other AEDs. 2,2,3,3-Tetramethylcyclopropanecarboxylic acid (TMCA) is an inactive cyclopropyl analogue of VPA that serves as a starting material for the synthesis of CNS-active compounds. New conjugation
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