Carbidopa

Base Information

• Chemical Name: Carbidopa
• CAS No.: 28860-95-9
• Deprecated CAS: 27925-91-3,31823-41-3
• Molecular Formula: C₁₀H₁₄N₂O₄
• Molecular Weight: 226.232
• Hs Code.: 2932999099
• European Community (EC) Number: 249-271-9,657-445-4
• NSC Number: 751137
• UNII: KR87B45RGH
• DSSTox Substance ID: DTXSID4022735
• Nikkaji Number: J17.160C
• Wikipedia: Carbidopa
• Wikidata: Q71133637
• NCI Thesaurus Code: C61803
• RXCUI: 1545982
• Pharos Ligand ID: LSRVJ4KDG6SY
• Metabolomics Workbench ID: 56336
• ChEMBL ID: CHEMBL1201236
• Mol file: 28860-95-9.mol

Synonyms:Carbidopa;Carbidopa, (R)-Isomer;Carbidopa, (S)-Isomer;Lodosin;Lodosyn;Methyldopahydrazine;MK 485;MK 486;MK-485;MK-486;MK485;MK486

Chemical Property of Carbidopa

Chemical Property:

• Appearance/Colour: white, crystalline powder
• Vapor Pressure: 5.27E-12mmHg at 25°C
• Melting Point: 206 - 208oC
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 528.7 °C at 760 mmHg
• PKA: 3.40±0.14(Predicted)
• Flash Point: 273.5 °C
• PSA: 115.81000
• Density: 1.42 g/cm³
• LogP: 1.03810
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 226.09535693
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-Carbidopa ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC1=CC(=C(C=C1)O)O)(C(=O)O)NN
• Isomeric SMILES: C[C@](CC1=CC(=C(C=C1)O)O)(C(=O)O)NN
• Recent ClinicalTrials: Effects of 5HTP and LDOPA on CNS Excitability After SCI
• Recent EU Clinical Trials: A Pivotal, Open-Label, Randomized, Crossover, Four Sequences Study in Male and Female Patients with Advanced Parkinson’s Disease to Assess the Relative Bioavailability of Levodopa Administered as ND0612 Subcutaneous Infusion via a Pump System plus Additional Oral Administered Levodopa/Carbidopa versus Levodopa Administered as Carbidopa-Levodopa Enteral Suspension
• Recent NIPH Clinical Trials: Practical evaluation of PET studies with [18F]-GE180, [18F]-FDOPA and [18F]-FLT for a future clinical trial of iPSC-based cell therapy in Parkinson's disease
• Uses: (S)-(-)-Carbidopa is a peripheral decarboxylase inhibitor that is commonly used in combination with L-DOPA (D533751) for treatment of Parkinsonism. S(-)-Carbidopa ( has also been shown to prolong the elimination half-life of L-DOPA from blood plasma and skeletal muscle. (S)-(-)-Carbidopa is a peripheral decarboxylase inhibitor that is commonly used in combination with L-DOPA (D533751) for treatment of Parkinsonism. S(-)-Carbidopa ( has also been shown to prolong the elimination half-life of L-DOPA from blood plasma and skeletal muscle. in combinaison with levodopa as antiparkinsonian;inhibits aromatic-L-amino-acid decarboxylase (DOPA Decarboxylase or DDC)
• Therapeutic Function: Muscle relaxant, Antiparkinsonian

Technology Process of Carbidopa

There total 9 articles about Carbidopa which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(+)-2-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]hydrazinecarboxylic acid benzyl ester (1426847-83-7) → S(-)-carbidopa (302-53-4,14585-65-0,28860-95-9,28875-92-5,31823-41-3)

Guidance literature:

(+)-2-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]hydrazinecarboxylic acid benzyl ester; With boron tribromide; In dichloromethane; at -78 - 23 ℃; for 24h; Inert atmosphere;

With diethylamine; In isopropyl alcohol; enantioselective reaction;

DOI:10.1016/j.tet.2017.08.015

Reference yield: 87.0%

C14H20N2O4 → S(-)-carbidopa (302-53-4,14585-65-0,28860-95-9,28875-92-5,31823-41-3)

Guidance literature:

With hydrogenchloride; In water; at 95 ℃; for 4h;

Reference yield: 87.0%

(+)-(L)-2-(N'-cyclohexylidenehydrazino)-3-(3,4-dihydroxyphenyl)-2-methyl propionic acid methyl ester (934371-48-9) → S(-)-carbidopa (302-53-4,14585-65-0,28860-95-9,28875-92-5,31823-41-3)

Guidance literature:

(+)-(L)-2-(N'-cyclohexylidenehydrazino)-3-(3,4-dihydroxyphenyl)-2-methyl propionic acid methyl ester; With hydrogenchloride; In water;

With ammonia; In water; pH=3.5;

upstream raw materials:

(+)-(L)-2-(N'-cyclohexylidenehydrazino)-3-(3,4-dihydroxyphenyl)-2-methyl propionic acid methyl ester

carbidopa

(+)-1-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]-1,2-hydrazinedicarboxylic acid 1,2-di-tert-butylester

(S)-benzyl 2-(1-(3,4-dimethoxyphenyl)-3-methoxy-2-methyl-1,3-dioxopropan-2-yl)hydrazinecarboxylate

Downstream raw materials:

C₁₁H₁₆N₂O₄

1-(3,4-dihydroxyphenyl)-2-propanone

6,7-dihydroxy-3-methylcinnoline

3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid

Refernces

• 1、 -. "Method for synthesizing Carbidopa". Paragraph 0033; 0034. . Retrieved 2016/12/01.
• 2、 -. "PROCESS FOR THE PREPARATION OF CARBIDOPA". Page/Page column 21. . Retrieved 2008/06/13.