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C1335

Sigma-Aldrich

S-(−)-Carbidopa

≥98% (TLC), powder

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Synonym(s):
(S)-3-(3,4-Dihydroxyphenyl)-2-hydrazino-2-methylpropanoic acid, S-(−)-α-Hydrazino-3,4-dihydroxy-2-methylbenzenepropanoic acid
Empirical Formula (Hill Notation):
C10H14N2O4
CAS Number:
28860-95-9
Molecular Weight:
226.23
EC Number:
249-271-9
MDL number:
MFCD00069231
UNSPSC Code:
12352202
PubChem Substance ID:
24892402
NACRES:
NA.77

Quality Level

200

Assay

≥98% (TLC)

form

powder

solubility

methanol and 1 drop HCl: 4.90-5.10 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

CC(Cc1ccc(O)c(O)c1)(NN)C(O)=O

InChI

1S/C10H14N2O4/c1-10(12-11,9(15)16)5-6-2-3-7(13)8(14)4-6/h2-4,12-14H,5,11H2,1H3,(H,15,16)/t10-/m0/s1

InChI key

TZFNLOMSOLWIDK-JTQLQIEISA-N

Gene Information

human ... DDC(1644)

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General description

Carbidopa is used for treating restless legs (RL) syndrome and periodic leg movements in sleep (PLMS). Carbidopa along with levodopa is used to treat Parkinson′s disease.

Biochem/physiol Actions

Peripheral inhibitor of L-aromatic amino acid decarboxylase. When co-administered with L-DOPA, it prevents extra-CNS conversion to dopamine, thereby increasing CNS concentrations of effective compounds. Selectively cytotoxic to human pulmonary carcinoid and small cell lung carcinoma cells by increasing H2O2 in these cell lines, which are sensitive to reactive oxygen species.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Pergolide and carbidopa/levodopa treatment of the restless legs syndrome and periodic leg movements in sleep in a consecutive series of patients
Earley CJ and Allen RP
Sleep, 19(10), 801-810 (1996)
Levodopa with benserazide or carbidopa in Parkinson disease
Rinne UK and Molsa P
Neurology, 29(12), 1584-1589 (1979)
S Kaakkola et al.
Journal of neurochemistry, 60(1), 137-144 (1993-01-01)
The effects of two new catechol-O-methyltransferase (COMT) inhibitors, OR-611 and Ro 40-7592, in combination with L-3,4-dihydroxyphenylalanine (L-dopa) with or without carbidopa on extracellular levels of dopamine (DA), 3,4-dihydroxyphenylacetic acid (DOPAC), homovanillic acid (HVA), 3-O-methyldopa (3-OMD), and 5-hydroxyindoleacetic acid in rat
D Deleu et al.
Naunyn-Schmiedeberg's archives of pharmacology, 348(6), 576-581 (1993-12-01)
The effect of carbidopa on the pharmacokinetics and metabolism of levodopa (L-dopa) in blood plasma and skeletal muscle extracellular fluid (ECF) has been studied by repeated measurements in one beagle dog. The administration of a single dose of L-dopa (25
Extended-release carbidopa-levodopa in Parkinson's disease.
Olivier Rascol
The Lancet. Neurology, 12(4), 325-326 (2013-03-15)
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