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Details

Stereochemistry ACHIRAL
Molecular Formula C21H27N
Molecular Weight 293.4458
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUDIPINE

SMILES

CC(C)(C)N1CCC(CC1)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=QIHLUZAFSSMXHQ-UHFFFAOYSA-N
InChI=1S/C21H27N/c1-20(2,3)22-16-14-21(15-17-22,18-10-6-4-7-11-18)19-12-8-5-9-13-19/h4-13H,14-17H2,1-3H3

HIDE SMILES / InChI
Budipine is an antiparkinsonian drug, which was developed by Byk Gulden (now Takeda) for the treatment of Parkinson's disease. The drug has multiple mechanisms of action: it was found to interfere with dopamine biosynthesis, mainly by inhibiting MAO-B enzyme and stimulating aromatic L-amino acid decarboxylase. Also the drug inhibits the dopamine re-uptake and has weak affinity to NMDA and muscarinic receptors. Budipine passes the blood-brain barrier, is metabolized by hydroxylation, and is excreted by both in urine and feces within 24 h.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P27338
Gene ID: 4129.0
Gene Symbol: MAOB
Target Organism: Homo sapiens (Human)
5.0 µM [IC50]
Target ID: Q01959
Gene ID: 6531.0
Gene Symbol: SLC6A3
Target Organism: Homo sapiens (Human)
11.0 µM [IC50]
Target ID: P20711
Gene ID: 1644.0
Gene Symbol: DDC
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PARKINSAN

Approved Use

For combination therapy of Parkinson's disease.

Launch Date

1996
PubMed

PubMed

TitleDatePubMed
Non-dopaminergic drug treatment of Parkinson's disease.
2001 Apr
Budipine provides additional benefit in patients with Parkinson disease receiving a stable optimum dopaminergic drug regimen.
2002 May
Evaluation of possible pro- or antioxidative properties and of the interaction capacity with the microsomal cytochrome P450 system of different NMDA-receptor ligands and of taurine in vitro.
2003 Jun
[Diagnosis and treatment of Parkinson's syndrome. What is important for the general practitioner?].
2003 May 26
Drug binding to aromatic residues in the HERG channel pore cavity as possible explanation for acquired Long QT syndrome by antiparkinsonian drug budipine.
2003 Nov
Synergism between topiramate and budipine in refractory status epilepticus in the rat.
2004 Nov
Effects of amantadine and budipine on antidepressant drug-evoked changes in extracellular 5-HT in the frontal cortex of freely moving rats.
2005 Jul
The anti-Parkinson drug budipine is exported actively out of the brain by P-glycoprotein in mice.
2005 Jul 22-29
Effects of amantadine and budipine on antidepressant drug-evoked changes in extracellular dopamine in the frontal cortex of freely moving rats.
2006 Oct 30
Paradoxical aspects of parkinsonian tremor.
2008 Jan 30
A new strategy for antidepressant prescription.
2010
Patents

Patents

Sample Use Guides

The dosage is determined individually. The treatment should start with 3 times daily 10 mg budipine hydrochloride. If necessary, the daily dose should be increased at the earliest after 1 week to 3 x 20 mg budipine hydrochloride or 2 x 30 mg budipine hydrochloride.
Route of Administration: Oral
In Vitro Use Guide
10(-7), 10(-8), 10(-9) mol/l of budipine significantly reduced release of TNF-alpha and Il-6 in PBMC and decreased apoptotic cell death after 50 hours and 74 hours in the SH-SY 5Y cells.
Name Type Language
BUDIPINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
1-TERT-BUTYL-4,4-DIPHENYLPIPERIDINE
Systematic Name English
BUDIPINE [MI]
Common Name English
Budipine [WHO-DD]
Common Name English
budipine [INN]
Common Name English
BUDIPINE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C93038
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
WHO-VATC QN04BX03
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
WHO-ATC N04BX03
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
NCI_THESAURUS C38149
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
Code System Code Type Description
CAS
57982-78-2
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
PRIMARY
MERCK INDEX
m2747
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PUBCHEM
68778
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EPA CompTox
DTXSID20206709
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FDA UNII
L9026OPI2Z
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NCI_THESAURUS
C73271
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DRUG CENTRAL
420
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WIKIPEDIA
Budipine
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RXCUI
19832
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PRIMARY RxNorm
ECHA (EC/EINECS)
261-062-4
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EVMPD
SUB05956MIG
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SMS_ID
100000088436
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ChEMBL
CHEMBL334491
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MESH
C026710
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
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INN
4037
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DRUG BANK
DB13502
Created by admin on Fri Dec 15 16:03:46 GMT 2023 , Edited by admin on Fri Dec 15 16:03:46 GMT 2023
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