Structure via PubChem · Public domain (PubChem)
(S)-(−)-carbidopa
Sign in to saveAlso known as (-)-L-α-hydrazino-3,4-dihydroxy-α-methylhydrocinnamic acid, (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropanoic acid, carbidopa, anhydrous
Carbidopa, sold under the brand name Lodosyn, is a medication used primarily in the treatment of Parkinson's disease. It is a DOPA decarboxylase inhibitor — that is, it blocks the enzyme aromatic L-amino acid decarboxylase (DDC) in the peripheral nervous system, preventing the premature conversion of levodopa to dopamine outside the brain. Because carbidopa cannot cross the blood-brain barrier, it has no effect on DDC activity within the central nervous system, allowing a greater proportion of co-administered levodopa to reach the brain intact.
Key facts
- Drug.elimination_half life
- 2 hours
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 460017946
- Drug.IUPAC_name
- (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropanoic acid
- Drug.image
- Carbidopa.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Carbidopa ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Lodosyn
- Drug.licence_EU
- yes
- Drug.licence_US
- Carbidopa
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.protein_bound
- 76%
- Drug.metabolism
- 7 metabolites known, not metabolized extensively
- Drug.IUPHAR_ligand
- 5159
- Drug.CAS_number
- 28860-95-9
via Wikipedia infobox
Chemical data
- Formula
- C10H14N2O4
- Molecular weight
- 226.23 g/mol
- IUPAC name
- (2S)-2-(azaniumylamino)-3-(3,4-dihydroxyphenyl)-2-methylpropanoate
- SMILES
- C[C@](CC1=CC(=C(C=C1)O)O)(C(=O)[O-])N[NH3+]
- InChIKey
- TZFNLOMSOLWIDK-JTQLQIEISA-N
- XLogP
- -1.5
- Polar surface area
- 120 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1975
- Admin. routes
- oral
via ChEMBL · EBI
Wikidata facts
- Mass
- 226.095356928
Show 5 more facts
- chemical formula
- C₁₀H₁₄N₂O₄
- isomeric SMILES
- C[C@](Cc1ccc(c(c1)O)O)(C(=O)O)NN
- canonical SMILES
- CC(Cc1ccc(c(c1)O)O)(C(=O)O)NN
- Commons category
- Carbidopa
- found in taxon
- Pisum sativum
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Parkinson's disease
- Serotonergic Enhancement
- Pharmacology
- Chemistry
- Synthesis
- References
- External links
Carbidopa, sold under the brand name Lodosyn, is a medication used primarily in the treatment of Parkinson's disease. It is a DOPA decarboxylase inhibitor — that is, it blocks the enzyme aromatic L-amino acid decarboxylase (DDC) in the peripheral nervous system, preventing the premature conversion of levodopa to dopamine outside the brain. Because carbidopa cannot cross the blood-brain barrier, it has no effect on DDC activity within the central nervous system, allowing a greater proportion of co-administered levodopa to reach the brain intact.
== Medical uses ==
Excerpted from Wikipedia’s “(S)-(−)-carbidopa” article, available under the CC BY-SA 4.0 licence.