ISOVALERAMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H11NO
Molecular Weight	101.1469
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)CC(N)=O

InChI

InChIKey=SANOUVWGPVYVAV-UHFFFAOYSA-N

InChI=1S/C5H11NO/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H2,6,7)

HIDE SMILES / InChI

Molecular Formula	C5H11NO
Molecular Weight	101.1469
Charge	0
Count

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

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT00172094 | https://www.ncbi.nlm.nih.gov/pubmed/20890571

Isovaleramide (also known as NPS 1776) is one of the active anticonvulsant constituents of Valeriana pavonii, it was suggested, isovaleramide can be a positive allosteric modulator of the GABAA receptor. This drug was studied in clinical trials for the treatment of A migraine, epilepsy and some others CNS disorders, but these studies were discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; benzodiazepine site 38 Target ID: CHEMBL2109243 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20890571	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Migraine headache 2 Sources: https://clinicaltrials.gov/ct2/show/NCT00172094	Primary		Phase II 1132	Unknown Approved Use Unknown
Epilepsy 121 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16732716	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P003RMF	https://www.1pchem.com/search?query=1P003RMF
A2B Chem	AB74967	http://a2bchem.com/prod/AB74967
AK Scientific	J10746	https://aksci.com/item_detail.php?cat=J10746
AK Scientific	X0346	https://aksci.com/item_detail.php?cat=X0346
AbovChem LLC	HY-B1229	http://www.abovchem.com/pc/en/product_list.aspx?wd=HY-B1229
ApexBio Technology	B1775	https://www.apexbt.com/catalogsearch/result/?q=B1775
Apollo Scientific	OR22499	http://www.apolloscientific.co.uk/chemical_results.php?qstext=OR22499&product_group=%25&search_fieldname=header_search
AstaTech	C75541	http://astatechinc.com/CPSResult.php?CRNO=C75541
BOC Sciences	541-46-8	http://www.bocsci.com/description.asp?cas=541-46-8
Chemspace	CSC000162204	https://chem-space.com/CSC000162204
Enamine	BBV-52988611	http://www.enaminestore.com/catalog/BBV-52988611
Enamine	PV-001820522028	https://www.enaminestore.com/blog/real/PV-001820522028/
Fluorochem	342138	http://www.fluorochem.co.uk/Products/Product?code=342138
Hairui	HR109732	http://www.hairuichem.com/en/product/search.do?q=HR109732
KeyOrganics	AS-14001	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-14001
Lab Network	LN00222516	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00222516
Lab Network	LN01325285	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01325285
Matrix Scientific	172439	http://www.matrixscientific.com/172439.html
MolPort	MolPort-000-142-044	https://www.molport.com/shop/molecule-link/MolPort-000-142-044
Molnova	M14938	https://www.molnova.com/en/serch-list.html?keywords=M14938
MuseChem	A000400	https://www.musechem.com/product/A000400.html
Princeton BioMolecular Research	OSSL_789699	http://www.princetonbio.com/order_online?common_id=OSSL_789699
Ryan Scientific	Dimethyl_sulfoxide	https://ryansci.com/products?q=Dimethyl_sulfoxide&list_q=&search_type=exact
Selleck Chemicals	S4116	http://www.selleckchem.com/search.html?searchDTO.searchParam=S4116
ShangHai Biochempartner	BCP05941	http://www.biochempartner.com/search_BCP05941
SynQuest	4148-1-Y7	http://www.synquestlabs.com/search-result.html?q=4148-1-Y7
SynQuest	65891	http://www.synquestlabs.com/search-result.html?q=65891
TargetMol	T0361	https://www.targetmol.com/search?keyword=T0361
Tetrahedron	TS31557	http://www.thsci.com/search.do?q=TS31557
TimTec	SBB028167	http://www.echemstore.com/catalogsearch/result/?q=SBB028167
TimTec	ST45373391	http://www.echemstore.com/catalogsearch/result/?q=ST45373391
Wonderchem	WD06BC5	http://www.wonder-chem.com/search.html?text=WD06BC5
eMolecules	725480	https://orderbb.emolecules.com/search/#?query=725480
eNovation Chemicals	D765948	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D765948&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-7790849976	https://mcule.com/MCULE-7790849976/

PubMed

Title	Date	PubMed
Synthesis of N4-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine analogues. n-Butyramide, 3-chloropropionamide, 3-aminopropionamide, and isovaleramide analogues.	2001 Apr 23	11398986
Modifications of antiepileptic drugs for improved tolerability and efficacy.	2008 Feb 14	19787095
N-[6-(Dibromo-meth-yl)-2-pyrid-yl]-2,2-dimethyl-propionamide.	2009 Mar 11	21582460
[Isovaleramide, an anticonvulsant molecule isolated from Valeriana pavonii].	2010 Apr-Jun	20890571

Patents

Sample Use Guides

In Vivo Use Guide

single oral dose 400 mg

Route of Administration: Oral

In Vitro Use Guide

isovaleramide (300 µM) exhibited a 42% of inhibition of the binding of ³H-FNZ to its sites.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:54:59 GMT 2023` Edited by `admin` on `Fri Dec 15 15:54:59 GMT 2023`
Record UNII	9CP4KB634M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISOVALERAMIDE

Official Name

English

ISOVALERAMIDE [USAN]

Common Name

English

3-Methylbutanamide

Systematic Name

English

BUTANAMIDE, 3-METHYL-

Systematic Name

English

ISOVALERAMIDE [MI]

Common Name

English

NFS1776

Code

English

NSC-402555

Code

English

NFS-1776

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C28197