VINBARBITAL

US Previously Marketed

First approved in 1940

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H16N2O3
Molecular Weight	224.2563
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC\C=C(/C)C1(CC)C(=O)NC(=O)NC1=O

InChI

InChIKey=RAFOHKSPUDGZPR-VOTSOKGWSA-N

InChI=1S/C11H16N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h6H,4-5H2,1-3H3,(H2,12,13,14,15,16)/b7-6+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18879672 | https://pubchem.ncbi.nlm.nih.gov/compound/5284636

VINBARBITAL, a barbiturate derivative, is a hypnotic drug. Also, it was used for analgesia and anesthesia in obstetrics.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Psychoses 2 Sources: https://link.springer.com/article/10.1007/BF01563338	Primary		Approved 8429	DELVINAL Approved Use The best therapeutic results are obtained in patients with psychoneuroses, manic-depressive manic or mixed psychoses, toxic or infectious psychoses—and, to a lesser extent, in patients with involutional melancholia.

Doses

Dose	Population	Adverse events
32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338	Other AEs: Epigastric discomfort, Nausea... Other AEs: Epigastric discomfort (2 patients) Nausea (2 patients) Dizziness (1 patient) Sweating (3 patients) Apprehension (1 patient) Fatigue (3 patients) Sources: https://link.springer.com/article/10.1007/BF01563338

AEs

AE	Significance	Dose	Population
Apprehension	1 patient	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338
Dizziness	1 patient	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338
Epigastric discomfort	2 patients	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338
Nausea	2 patients	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338
Fatigue	3 patients	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338
Sweating	3 patients	32 mg single, oral Recommended Dose: 32 mg Route: oral Route: single Dose: 32 mg Sources: https://link.springer.com/article/10.1007/BF01563338	healthy n = 10 Health Status: healthy Population Size: 10 Sources: https://link.springer.com/article/10.1007/BF01563338

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
		CYP2B1 26

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP2B1 41	inducer 1573 Sources: https://www.tandfonline.com/doi/abs/10.1080/02772249409358042 Page: 9.0	yes

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1NR4T6
Chemspace	CSC009998498
Chemspace	CSC054578940
Compound Cloud	5284636
Enamine	BBV-77862075
Enamine	BBV-98679041
NCI Plated 2007	117442
NovoSeek	5284636
Smolecule	S546770	http://www.smolecule.com/products/s546770
THE BioTek	bt-286057	https://www.thebiotek.com/product/inhibitors/bt-286057
ZINC	ZINC000001707332	http://zinc15.docking.org/substances/ZINC000001707332

PubMed

Title	Date	PubMed
Vinbarbital sodium for obstetric amnesia, analgesia, and anesthesia.	1946 Mar	21017075
Vinbarbital sodium for obstetric amnesia, analgesia and anesthesia; a report of 3,000 cases.	1948 Sep	18879672
An analysis and evaluation of vinbarbital sodium for obstetric amnesia and analgesia.	1950 Mar	15405833

Name

Type

Language

VINBARBITAL

Official Name

English

VINBARBITONE

Common Name

English

vinbarbital [INN]

Common Name

English

NSC-117442

Code

English

BUTENEMAL

Common Name

English

5-ETHYL-5-(1-METHYL-1-BUTENYL)BARBITURIC ACID

Systematic Name

English

Vinbarbital [WHO-DD]

Common Name

English

VINBARBITAL SODIUM FREE ACID [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67084