2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide;hydron;chloride
Basic information
- CAS
14919-77-8- Standard SMILES
NC(CO)C(=O)NNCc1ccc(O)c(O)c1O.[Cl-].[H+]- InChIKey
ULFCBIUXQQYDEI-UHFFFAOYSA-N- Molecular formula
- C10H16ClN3O5
- Average molar mass
- 293.7 g/mol
- Monoisotopic mass
- 293.0778483
Overview
See also: Benserazide Hydrochloride (preferred); Benserazide (has active moiety).
Names & identifiers
- Preferred name
- 2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide;hydron;chloride
- IUPAC
- 2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide;hydron;chloride
- English name
- Benserazide hydrochloride
- Molecular formula
- C10H16ClN3O5
- Molecular weight
- 293.7
Names & synonyms
14046-64-12-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide;hydron;chlorideSCHEMBL16516192AKOS026750132BENSERAZIDE HCLRO 4-4602BENPARIZDE31796-68-6Ro 4-4602/001NCGC00093698-03SPECTRUM1500137Benserazide HCI
Show more names
Benserazide hydrochloBenserazid hydrochloride
Database identifiers
- CAS
14919-77-8- PubChem CID
- 657280
Properties
Computed structural properties
- Topological polar surface area
- 148 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 278
Physicochemical properties
- Melting point
- 146 °C · 146°C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 10 mg/mL
- form
- solid
- color
- White to Off-White
- PH
- pH(10g/L, 25℃) : 4.0～5.0
- biological source
- synthetic
- Water Solubility
- Soluble in water, dimethyl sulfoxide and methanol. Insoluble in ethanol and acetone.
- Sensitive
- Light Sensitive
- λmax
- 272 nm · 272nm(HCl aq.)(lit.)
- Merck
- 14 · 14,1050
- InChI
- InChI=1S/C10H15N3O5.ClH/c11-6(4-14)10(18)13-12-3-5-1-2-7(15)9(17)8(5)16;/h1-2,6,12,14-17H,3-4,11H2,(H,13,18);1H
- InChIKey
- ULFCBIUXQQYDEI-UHFFFAOYSA-N
- SMILES
- C(NNCC1=CC=C(O)C(O)=C1O)(=O)C(CO)N.[H]Cl
- CAS DataBase Reference
- 14919 · 14919-77-8(CAS DataBase Reference)
- FDA UNII
- 66 E5RK36Q · B66E5RK36Q
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- VT9632300
- hs_code
- 29280000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionBenserazide is an inhibitor of aromatic L-amino acid decarboxylase (AADC), an enzyme that has dopamine decarboxylase activity. It is also unable to cross the blood-brain barrier. As a result, benserazide blocks the conversion of L-DOPA to dopamine by AADC in the peripheral circulatory system. Benserazide is often combined with L-DOPA in patients with Parkinson’s disease.
UsesUsed as antiparkinsonian. A peripheral decarboxylase inhibitor
UsesAntiparkinsonian;DOPA decarboxylase inhibitor
UsesInhibitor of L-aromatic amino acid decarboxylaseBenserazide hydrochloride is used as an antiparkinsonian. It is a peripheral decarboxylase inhibitor. It is used as an inhibitor for aromatic L-aminoacid decarboxylase. Further, it serves as an inhibitor of tyrosine hydroxylase (TH) and Tryptophan hydroxylase (TPH) inhibitor.
General DescriptionBenserazide is a peripheral decarboxylase inhibitor.
Additional notes
DefinitionChEBI: A hydrochloride that is the monohydrochloride salt of benserazide. An aromatic-L-amino-acid decarboxylase inhibitor (DOPA decarboxylase inhibitor) that does not enter the central nervous system, it is used as an adjunct to levodopa in the treatment of park nsonism. By preventing the conversion of levodopa to dopamine in the periphery, it causes an increase in the amount of levodopa reaching the central nervous system and so reduces the required dose. Benserazide hydrochloride has no antiparkinson actions whe given alone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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