BACLOFEN, (S)-

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H12ClNO2
Molecular Weight	213.661
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC[C@@H](CC(O)=O)C1=CC=C(Cl)C=C1

InChI

InChIKey=KPYSYYIEGFHWSV-MRVPVSSYSA-N

InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)/t8-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C10H12ClNO2
Molecular Weight	213.661
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://books.google.com.ua/books?id=0U_xCAAAQBAJ&printsec=frontcover&hl=ru&redir_esc=y#v=onepage&q&f=false | https://www.ncbi.nlm.nih.gov/pubmed/3313099

(S)-baclofen (or L-baclofen) is an enantiomer of baclofen, a direct GABA-B receptor mimetic. L-baclofen represents a significant improvement over racemic baclofen in the treatment of trigeminal neuralgia.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-B receptor 32 Target ID: CHEMBL2111463 Sources: https://www.ncbi.nlm.nih.gov/pubmed/568971 \| https://books.google.com.ua/books?id=0U_xCAAAQBAJ&printsec=frontcover&hl=ru&redir_esc=y#v=onepage&q&f=false	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Trigeminal neuralgia 9 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3313099 https://www.ncbi.nlm.nih.gov/pubmed/2325831	Primary		Phase II 1132	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
12 mg 1 times / day multiple, oral (unknown) Highest studied dose Dose: 12 mg, 1 times / day Route: oral Route: multiple Dose: 12 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3313099	unhealthy, ADULT n = 11 Health Status: unhealthy Condition: Trigeminal neuralgia Age Group: ADULT Sex: unknown Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/3313099	Other AEs: headedness, headache... Other AEs: headedness (1 pt) headache (mild, 1 pt) Sources: https://pubmed.ncbi.nlm.nih.gov/3313099

AEs

AE	Significance	Dose	Population
headedness	1 pt	12 mg 1 times / day multiple, oral (unknown) Highest studied dose Dose: 12 mg, 1 times / day Route: oral Route: multiple Dose: 12 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3313099	unhealthy, ADULT n = 11 Health Status: unhealthy Condition: Trigeminal neuralgia Age Group: ADULT Sex: unknown Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/3313099
headache	mild, 1 pt	12 mg 1 times / day multiple, oral (unknown) Highest studied dose Dose: 12 mg, 1 times / day Route: oral Route: multiple Dose: 12 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3313099	unhealthy, ADULT n = 11 Health Status: unhealthy Condition: Trigeminal neuralgia Age Group: ADULT Sex: unknown Food Status: UNKNOWN Population Size: 11 Sources: https://pubmed.ncbi.nlm.nih.gov/3313099

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY34428	https://www.001chemical.com/chem/search?q=DY34428
1PlusChem LLC	1P003OF5	https://www.1pchem.com/search?query=1P003OF5
A2B Chem	AB70817	http://a2bchem.com/prod/AB70817
AA Blocks	AA003NVP	http://aablocks.com/goods/Goods/detail?id=AA003NVP
AA Blocks	AA01B25I	http://aablocks.com/goods/Goods/detail?id=AA01B25I
AK Scientific	G513	https://aksci.com/item_detail.php?cat=G513
AK Scientific	J10366	https://aksci.com/item_detail.php?cat=J10366
AK Scientific	X3696	https://aksci.com/item_detail.php?cat=X3696
AOBIOUS INC	AOB5950	http://aobious.com/aobious/search?search_query=AOB5950
Accela ChemBio Inc	SY052300	http://accelachem.com/cn/search.html?keyword=SY052300&attname=0
Alfa Chemistry	18143	http://www.alfa-chemistry.com/search.aspx?q=18143
Alfa Chemistry	ACM1134470	http://www.alfa-chemistry.com/search.aspx?q=ACM1134470
Alfa Chemistry	AFI63701564	http://www.alfa-chemistry.com/search.aspx?q=AFI63701564
Alinda	ALBB-014712	http://alinda.ru/finechem_en_.html?i=ALBB-014712
Ambeed	A190802	http://www.ambeed.com/search/Search.html?keyword=A190802
Angene	AGN-PC-0TL46O	http://www.angenechemical.com/productshow/AGN-PC-0TL46O.html
AstaTech	39287	http://astatechinc.com/CPSResult.php?CRNO=39287
AstaTech	CX1358	http://astatechinc.com/CPSResult.php?CRNO=CX1358
BLD Pharm	BD295459	http://www.bldpharm.com/search/Search.html?keyword=BD295459
BOC Sciences	1134-47-0	http://www.bocsci.com/description.asp?cas=1134-47-0
BOC Sciences	66514-99-6	http://www.bocsci.com/description.asp?cas=66514-99-6
Capot Chemical	18294	https://www.capotchem.com/search.do?q=18294
Cayman Chemical	18600	http://www.caymanchem.com/app/template/Product.vm/catalog/18600
Chem Scene	CS-2990	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-2990
ChemDiv	BB12-2909	http://chemistryondemand.com:8080/eShop/search_results.jsp?idnumber=BB12-2909
ChemShuttle	169429	https://www.chemshuttle.com/catalogsearch/result/?q=169429
Chemspace	CSC020618111	https://chem-space.com/CSC020618111
Combi-Blocks	ST-7122	http://www.combi-blocks.com/cgi-bin/find.cgi?ST-7122
Enamine	BBV-40195932	http://www.enaminestore.com/catalog/BBV-40195932
Enamine	BBV-45112381	http://www.enaminestore.com/catalog/BBV-45112381
Enamine	EN300-118715	https://www.enaminestore.com/catalog/EN300-118715
Enamine	EN300-268135	https://www.enaminestore.com/catalog/EN300-268135
Enamine	Z2901372938	https://www.enaminestore.com/catalog/Z2901372938
Fluorochem	M01382	http://www.fluorochem.co.uk/Products/Product?code=M01382
Hairui	HR115562	http://www.hairuichem.com/en/product/search.do?q=HR115562
Hairui	HR115883	http://www.hairuichem.com/en/product/search.do?q=HR115883
Hairui	HR134012	http://www.hairuichem.com/en/product/search.do?q=HR134012
KeyOrganics	HS-1001	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=HS-1001
Lab Network	LN00165349	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00165349
Lab Seeker	SC-19053	http://www.labseeker.com/search.php?keywords=SC-19053&category=0
Life Chemicals	F2173-1127	https://shop.lifechemicals.com/2/F2173-1127
Matrix Scientific	64366	http://www.matrixscientific.com/064366.html
MedChem Express	HY-B0007	https://www.medchemexpress.com/search.html?q=HY-B0007&ft=&fa=&fp=
MolPort	MolPort-000-729-836	https://www.molport.com/shop/molecule-link/MolPort-000-729-836
MolPort	MolPort-002-051-370	https://www.molport.com/shop/molecule-link/MolPort-002-051-370
Molcore	MC20860	http://www.molcore.com/CatMC20860.html
Molcore	MC34428	http://www.molcore.com/CatMC34428.html
Molnova	M10468	https://www.molnova.com/en/serch-list.html?keywords=M10468
MuseChem	A000551	https://www.musechem.com/product/A000551.html
MuseChem	I012252	https://www.musechem.com/product/I012252.html
Princeton BioMolecular Research	OSSM_001677	http://www.princetonbio.com/order_online?common_id=OSSM_001677
Ryan Scientific	Pirenzepine_HCl	https://ryansci.com/products?q=Pirenzepine_HCl&list_q=&search_type=exact
Selleck Chemicals	S3072	http://www.selleckchem.com/search.html?searchDTO.searchParam=S3072
ShangHai Biochempartner	BCP11844	http://www.biochempartner.com/search_BCP11844
Sigma Aldrich	B-048	http://www.sigmaaldrich.com/catalog/search?term=B-048&interface=All&N=0&mode=match%20partialmax&lang=en®ion=US&focus=product
Sigma Aldrich	B-063	http://www.sigmaaldrich.com/catalog/search?term=B-063&interface=All&N=0&mode=match%20partialmax&lang=en®ion=US&focus=product
Sigma Aldrich	B-071	http://www.sigmaaldrich.com/catalog/search?term=B-071&interface=All&N=0&mode=match%20partialmax&lang=en®ion=US&focus=product
SynQuest	1043620	http://www.synquestlabs.com/search-result.html?q=4757-5-01
SynQuest	72142	http://www.synquestlabs.com/search-result.html?q=72142
TargetMol	T1065	https://www.targetmol.com/search?keyword=T1065
TargetMol	T6355	https://www.targetmol.com/search?keyword=T6355
Tetrahedron	TS44405	http://www.thsci.com/search.do?q=TS44405
TimTec	SBB017246	http://www.echemstore.com/catalogsearch/result/?q=SBB017246
TimTec	ST075584	http://www.echemstore.com/catalogsearch/result/?q=ST075584
Tocris	417	https://www.tocris.com/search.php?Type=QuickSearch&Value=0417
Toronto Research Chemicals	B107995	https://www.trc-canada.com/product-detail/?CatNum=B107995
Toronto Research Chemicals	B108000	https://www.trc-canada.com/product-detail/?CatNum=B108000
Vitas-M Laboratory	BBL010735	http://www.vitasmlab.biz/search/BBL010735
Vitas-M Laboratory	STK535284	http://www.vitasmlab.biz/search/STK535284
eMolecules	29702871	https://orderbb.emolecules.com/search/#?query=29702871
eMolecules	300004215	https://orderbb.emolecules.com/search/#?query=300004215
eMolecules	31660870	https://orderbb.emolecules.com/search/#?query=31660870
eMolecules	535235	https://orderbb.emolecules.com/search/#?query=535235
eMolecules	538547	https://orderbb.emolecules.com/search/#?query=538547
eNovation Chemicals	D696219	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D696219&searchbtn.x=0&searchbtn.y=0
mcule	MCULE-2275748923	https://mcule.com/MCULE-2275748923/
mcule	MCULE-4066377889	https://mcule.com/MCULE-4066377889/
mcule	MCULE-6753582017	https://mcule.com/MCULE-6753582017/

PubMed

Title	Date	PubMed
Potential involvement of a baclofen-sensitive autoreceptor in the modulation of the release of endogenous GABA from rat brain slices in vitro.	1988 Mar	2839779
Intra-nucleus accumbens shell injections of R(+)- and S(-)-baclofen bidirectionally alter binge-like ethanol, but not saccharin, intake in C57Bl/6J mice.	2014 Oct 1	25026094
Bidirectional enantioselective effects of the GABAB receptor agonist baclofen in two mouse models of excessive ethanol consumption.	2015 Feb	25557834

Sample Use Guides

In Vivo Use Guide

Patients with trigeminal neuralgia: 6-12 mg/day

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:31:04 GMT 2023` Edited by `admin` on `Fri Dec 15 15:31:04 GMT 2023`
Record UNII	3OHN4989XM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BACLOFEN, (S)-

Common Name

English

BENZENEPROPANOIC ACID, .BETA.-(AMINOMETHYL)-4-CHLORO-, (.BETA.S)-

Common Name

English

(S)-4-AMINO-3-(4-CHLOROPHENYL)BUTANOIC ACID

Systematic Name

English

S(+)-BACLOFEN

Common Name

English

BACLOFEN, S-

Common Name

English

BACLOFEN, S(+)-

Common Name

English

L-BACLOFEN

Common Name

English

(S)-BACLOFEN

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29696