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14919-77-8 molecular structure
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2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide hydrochloride

ChemBase ID: 73027
Molecular Formular: C10H16ClN3O5
Molecular Mass: 293.70414
Monoisotopic Mass: 293.07784831
SMILES and InChIs

SMILES:
c1(c(c(c(cc1)CNNC(=O)C(N)CO)O)O)O.Cl
Canonical SMILES:
OCC(C(=O)NNCc1ccc(c(c1O)O)O)N.Cl
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

Cite this record

CBID:73027 http://www.chembase.cn/molecule-73027.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl]propanehydrazide hydrochloride
IUPAC Traditional name
benserazide hydrochloride
Synonyms
Serazide
Ro 4-4602
Benserazide hydrochloride
DL-Serine 2-(2,3,4-trihydroxybenzyl)hydrazide hydrochloride
Benserazide hydrochloride
DL-Serine 2-[(2,3,4-Trihydroxyphenyl)methyl]hydrazide Hydrochloride
DL-Serine N2-(2,3,4-trihydroxybenzyl)hydrazide Hydrochloride
N-(DL-Seryl)-N'-(2,3,4-trihydroxybenzyl)hydrazine Hydrochloride
Ro-4-4602
DL-SERINE 2
BENSERAZIDE
CAS Number
14919-77-8
EC Number
238-991-9
MDL Number
MFCD00078571
PubChem SID
24277886
162037947
PubChem CID
26964

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.688219  H Acceptors
H Donor LogD (pH = 5.5) -3.9209604 
LogD (pH = 7.4) -2.2601278  Log P -1.9928483 
Molar Refractivity 73.2301 cm3 Polarizability 24.415533 Å3
Polar Surface Area 148.07 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
H2O: soluble10 mg/mL expand Show data source
Methanol expand Show data source
Water expand Show data source
Apperance
solid expand Show data source
White to Off-White Solid expand Show data source
Melting Point
146-148°C expand Show data source
Storage Condition
0°C expand Show data source
-20°C expand Show data source
-20°C Freezer expand Show data source
RTECS
VT9632300 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Gene Information
human ... DDC(1644) expand Show data source
Purity
≥98% (TLC) expand Show data source
Salt Data
hydrochloride expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02154261 external link
Hydrochloride Tan solid
Selleck Chemicals - S2453 external link
Research Area: Neurological Disease
Biological Activity:
Benserazide is a peripherally-acting aromatic L-amino acid decarboxylase (AAAD) or DOPA decarboxylase inhibitor. It inhibits this decarboxylation, and since it itself cannot cross the blood-brain barrier, this allows dopamine to build up solely in the brain instead. Adverse effects caused by peripheral dopamine, such as nausea and arrhythmia, are minimized. However, benserazide cannot reduce the centrally-mediated side effects of levodopa, particularly dyskinesia. [1][2]
Sigma Aldrich - B7283 external link
Biochem/physiol Actions
Inhibitor of L-aromatic amino acid decarboxylase.
Toronto Research Chemicals - B120500 external link
Used as antiparkinsonian. A peripheral decarboxylase inhibitor.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • •  http://en.wikipedia.org/wiki/Benserazide
  • • Burkard, W.P., et al.: Experientia, 18, 411 (1962)
  • • Marion, M.-H., et al.: Adv. Neurol., 45, 493 (1962)
  • • Pinder, R.M., et al.: Drugs, 11, 329 (1976)
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PATENTS

PATENTS

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INTERNET

INTERNET

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