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209767

Sigma-Aldrich

2,2-Dichloro-1-methyl-cyclopropanecarboxylic acid

98%

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About This Item

Linear Formula:
Cl2C3H2(CH3)CO2H
CAS Number:
1447-14-9
Molecular Weight:
169.01
Beilstein:
1937304
EC Number:
215-901-6
MDL number:
MFCD00001291
UNSPSC Code:
12352100
PubChem Substance ID:
24852592
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

bp

85 °C/8 mmHg (lit.)

mp

60-65 °C (lit.)

functional group

carboxylic acid
chloro

SMILES string

CC1(CC1(Cl)Cl)C(O)=O

InChI

1S/C5H6Cl2O2/c1-4(3(8)9)2-5(4,6)7/h2H2,1H3,(H,8,9)

InChI key

BIUUWIKPBYWKEQ-UHFFFAOYSA-N

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Application

2,2-Dichloro-1-methyl-cyclopropanecarboxylic acid was used in solid phase synthesis of α-hydroxy esters, inhibitors of amyloid-β production.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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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Certificates of Analysis (COA)

Lot/Batch Number
07726JD
12527TG
09025MV

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Owen B Wallace et al.
Bioorganic & medicinal chemistry letters, 13(6), 1203-1206 (2003-03-20)
Inhibitors of amyloid-beta (Abeta) protein production have been widely pursued as a potential treatment for Alzheimer's disease. Following the identification of a 5 microM screening hit, SAR was initiated using solid-phase synthetic techniques. Two series of alpha-hydroxy esters and ketones
Dmitriy Ovcharenko et al.
Cancer biology & therapy, 20(9), 1281-1289 (2019-06-27)
Dichloroacetate (DCA) is an inhibitor of pyruvate dehydrogenase kinase (PDK) that has been shown to reverse the Warburg effect and cause tumor cell death. Clinical research into the anti-cancer activity of DCA revealed high dosage requirements and reports of toxicity.

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