BEMEGRIDE

First approved in 1958

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H13NO2
Molecular Weight	155.1943
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1(C)CC(=O)NC(=O)C1

InChI

InChIKey=ORRZGUBHBVWWOP-UHFFFAOYSA-N

InChI=1S/C8H13NO2/c1-3-8(2)4-6(10)9-7(11)5-8/h3-5H2,1-2H3,(H,9,10,11)

HIDE SMILES / InChI

Molecular Formula	C8H13NO2
Molecular Weight	155.1943
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/2160252
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/mesh/68001534 and http://www.ncbi.nlm.nih.gov/pubmed/13489272

Bemegride is a CNS stimulant that is used to induce convulsions in experimental animals. It has also been used as a respiratory stimulant and in the treatment of barbiturate overdose. Bemegride is an antidote for barbiturate poisoning. Bemegride has being shown to have an antagonistic action on the GABAA receptor.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; anion channel 202 Target ID: CHEMBL2094133 Sources: http://www.ncbi.nlm.nih.gov/pubmed/2160252	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Barbiturate poisoning 1 Sources: http://ocw.mit.edu/courses/experimental-study-group/es-s10-drugs-and-the-brain-spring-2013/handouts/MITES_S10S13_AlcohAntagow6.pdf	Curative		Approved 8429	Megimide Approved Use Antidote for barbiturate poisoning
Respiratory insufficiency 6 Sources: http://ocw.mit.edu/courses/experimental-study-group/es-s10-drugs-and-the-brain-spring-2013/handouts/MITES_S10S13_AlcohAntagow6.pdf	Primary		Approved 8429	Megimide Approved Use Central nervous system stimulant

Doses

Dose	Population	Adverse events
14 g 1 times / 4 min multiple, intravenous (total) Highest studied dose Dose: 14 g, 1 times / 4 min Route: intravenous Route: multiple Dose: 14 g, 1 times / 4 min Co-administed with:: amiphenazole, i.v(4.2 g, total for 4 days) Sources: https://pubmed.ncbi.nlm.nih.gov/13510792 Page: p.758	unhealthy, 58 n = 1 Health Status: unhealthy Condition: Barbiturate poisoning Age Group: 58 Sex: F Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/13510792 Page: p.758	Sources: https://pubmed.ncbi.nlm.nih.gov/13510792 Page: p.758

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY564981	https://www.001chemical.com/chem/64-65-3
3B Scientific (Wuhan) Corp	3B3-019354	http://www.3bsc.com/index/pro_info.php?id=42029
AA Blocks	AA003L90	https://www.aablocks.com/goods/Goods/detail?id=AA003L90
AHH Chemical co.,ltd	MT-12540	http://www.ahhchemical.com/product/MT-12540.html
Aaron Chemicals	AR003M0S	http://www.aaronchem.com/64-65-3
AbMole Bioscience	M2439	http://www.abmole.com/products/bemegride.html
Achemica	ACMC-1CUJW	http://www.achemica.com/prodinfo/?id=116551
Acorn PharmaTech	ACN-035350	http://www.acornpharmatech.com/
Adooq BioScience	A12298	https://www.adooq.com/bemegride.html
Ambinter	Amb1154607	http://www.ambinter.com/reference/1154607
Angene	AGN-PC-0JK66X	http://www.angenechemical.com/productshow/AGN-PC-0JK66X.html
Anward	ANW-34926	http://www.anward.com/pro_result/12202
ApexBio Technology	B1672	http://www.apexbt.com/bemegride.html
Ark Pharm	AK-81730	http://www.arkpharminc.com/products/64-65-3.html
Aurora Fine Chemicals LLC	K00.692.566	http://online.aurorafinechemicals.com/info?ID=K00.692.566
BLD Pharm	BD5412	http://www.bldpharm.com/products/64-65-3.html
BioChemPartner	BCP18663	http://www.biochempartner.com/64-65-3-BCP18663
CSNpharm	CSN17089	https://www.csnpharm.com/products/bemegride.html
Chem Scene	CS-4896	http://www.chemscene.com/64-65-3.html
Chemspace	CSSB00000205965	https://chem-space.com/CSSB00000205965
Debye Scientific	DB-054709	http://www.debyesci.com/cas_64-65-3.html
Enamine	Z99599698	https://www.enaminestore.com/catalog/Z99599698
Finetech	FT-0631285	http://www.finetechnology-ind.com/prod/detail/pub/64-65-3.html
LGC Standards	LGCFOR1747.00	https://www.lgcstandards.com/US/en/p/LGCFOR1747.00
LGC Standards	MM1747.00	https://www.lgcstandards.com/US/en/p/MM1747.00
Lab Network	LN01343866	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01343866
MedChem Express	HY-B1326	https://www.medchemexpress.com/Bemegride.html
Molcore	MC564981	https://www.molcore.com/product/64-65-3
MuseChem	A000820	https://www.musechem.com/product/A000820.html
Smolecule	S520722	http://www.smolecule.com/products/s520722
TCI (Tokyo Chemical Industry)	E0284	http://www.tcichemicals.com/eshop/en/us/commodity/E0284/index.html
THE BioTek	bt-261314	https://www.thebiotek.com/product/inhibitors/bt-261314
abcr GmbH	AB135888	http://www.abcr.com/shop/en/AB135888
eNovation Chemicals	D670730	https://www.enovationchem.com/ProductDetails.asp?ProductID=D670730
mcule	MCULE-7248838464	https://mcule.com/MCULE-7248838464/

PubMed

Title	Date	PubMed
Decreased convulsant potency of picrotoxin and pentetrazol and enhanced [3H]flunitrazepam cortical binding following stressful manipulations in rats.	1980 May 12	6102883
[Behavioral pharmacology of mianserin hydrochloride, a new antidepressant (author's transl)].	1980 Sep	7193623
Pharmacological studies on a new dihydrothienopyridine calcium antagonist, S-312-d. 5th communication: anticonvulsant effects in mice.	1994 Jun	7967231
[Changes in energy metabolism in the brain of bemegride-kindled rabbits].	2002	11928632

Patents

Sample Use Guides

In Vivo Use Guide

For the treatment of barbiturate poisoning - 10 ml (50 mg) of bemegride, being injected every three to five minutes

Route of Administration: Intravenous

In Vitro Use Guide

Bemegride (200 uM) together with phenobarbitone (500 uM) reduced the increase in the amplitude of the GABA currents in murine spinal neurones.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:14 GMT 2023` Edited by `admin` on `Fri Dec 15 15:06:14 GMT 2023`
Record UNII	57DQA39DO2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BEMEGRIDE

Official Name

English

bemegride [INN]

Common Name

English

BEMEGRIDE [MART.]

Common Name

English

Bemegride [WHO-DD]

Common Name

English

MEGIMIDE

Brand Name

English

BEMEGRIDE [JAN]

Common Name

English

3-ETHYL-3-METHYLGLUTARIMIDE

Systematic Name

English

BEMEGRIDE [MI]

Common Name

English

MEGIBAL

Brand Name

English

NSC-58187

Code

English

Classification Tree Code System Code

WHO-ATC

R07AB05