RADAFAXINE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C13H18ClNO2.ClH
Molecular Weight	292.201
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.C[C@@H]1NC(C)(C)CO[C@@]1(O)C2=CC=CC(Cl)=C2

InChI

InChIKey=ORXTVTDGPVINDN-BTJVGWIPSA-N

InChI=1S/C13H18ClNO2.ClH/c1-9-13(16,17-8-12(2,3)15-9)10-5-4-6-11(14)7-10;/h4-7,9,15-16H,8H2,1-3H3;1H/t9-,13+;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15780851 | https://www.ncbi.nlm.nih.gov/pubmed/21522056 | https://www.ncbi.nlm.nih.gov/pubmed/12909199 | http://adisinsight.springer.com/drugs/800017221

Radafaxine (GW353162, ( )-(2S,3S)-2-(3-chlorophenyl-3,5,5-trimethyl-2-morphinol) or S,S-hydroxybupropion) is an active metabolite of bupropion. It acts as an inhibitor of the dopamine transporter. Radafaxine was investigated for the treatment of depression however, development was discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine transporter 180 Target ID: CHEMBL2799 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15780851 \| https://www.ncbi.nlm.nih.gov/pubmed/12909199	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Major depressive disorder 173 Sources: http://adisinsight.springer.com/drugs/800017221	Primary		Phase II 1132	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
60 mg 1 times / day multiple, oral (unknown) Highest studied dose Dose: 60 mg, 1 times / day Route: oral Route: multiple Dose: 60 mg, 1 times / day Sources: https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf	unhealthy, ADULT n = 365 Health Status: unhealthy Condition: major depressive disorder Age Group: ADULT Sex: unknown Food Status: UNKNOWN Population Size: 365 Sources: https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf	Sources: https://web.archive.org/web/20070928035216/http://213.219.8.102/pdfs/gsk/cns_seminar/353162.pdf

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P008U3N	https://www.1pchem.com/search?query=1P008U3N
1PlusChem LLC	1P00BY4R	https://www.1pchem.com/search?query=1P00BY4R
AK Scientific	3998AH	https://aksci.com/item_detail.php?cat=3998AH
Angene	AGN-PC-04XRSH	http://www.angenechemical.com/productshow/AGN-PC-04XRSH.html
Angene	AGN-PC-0WH21J	http://www.angenechemical.com/productshow/AGN-PC-0WH21J.html
ApexBio Technology	B8305	https://www.apexbt.com/catalogsearch/result/?q=B8305
AstaTech	43004	http://astatechinc.com/CPSResult.php?CRNO=43004
Axon MedChem	1123	https://www.axonmedchem.com/product/1123
BOC Sciences	106083-71-0	http://www.bocsci.com/description.asp?cas=106083-71-0
BOC Sciences	192374-14-4	http://www.bocsci.com/description.asp?cas=192374-14-4
BOC Sciences	357399-43-0	http://www.bocsci.com/description.asp?cas=357399-43-0
Cayman Chemical	9000522	http://www.caymanchem.com/app/template/Product.vm/catalog/9000522
Chem Scene	CS-3815	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-3815
Debye Scientific	DB-024969	https://www.debyesci.com/index.php?id=product&ext[cno]=DB-024969
Lab Network	LN01309187	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01309187
Lab Network	LN01341606	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01341606
MedChem Express	HY-17590	https://www.medchemexpress.com/search.html?q=HY-17590&ft=&fa=&fp=
MolPort	MolPort-019-990-036	https://www.molport.com/shop/molecule-link/MolPort-019-990-036
Molnova	M10270	https://www.molnova.com/en/serch-list.html?keywords=M10270
MuseChem	I008500	https://www.musechem.com/product/I008500.html
MuseChem	R001764	https://www.musechem.com/product/R001764.html
Tetrahedron	TS28841	http://www.thsci.com/search.do?q=TS28841
Toronto Research Chemicals	H830670	https://www.trc-canada.com/product-detail/?CatNum=H830670
Toronto Research Chemicals	H830675	https://www.trc-canada.com/product-detail/?CatNum=H830675
Wonderchem	WD05I4S	http://www.wonder-chem.com/search.html?text=WD05I4S
Wonderchem	WD05I4T	http://www.wonder-chem.com/search.html?text=WD05I4T
Wonderchem	WD05Z92	http://www.wonder-chem.com/search.html?text=WD05Z92
eMolecules	16573966	https://orderbb.emolecules.com/search/#?query=16573966
eMolecules	168767612	https://orderbb.emolecules.com/search/#?query=168767612
eMolecules	225774432	https://orderbb.emolecules.com/search/#?query=225774432
eMolecules	31228869	https://orderbb.emolecules.com/search/#?query=31228869
eMolecules	36366928	https://orderbb.emolecules.com/search/#?query=36366928
mcule	MCULE-6487414387	https://mcule.com/MCULE-6487414387/
mcule	MCULE-7436745384	https://mcule.com/MCULE-7436745384/
mcule	MCULE-9642855522	https://mcule.com/MCULE-9642855522/

PubMed

Title	Date	PubMed
Validated assays for human cytochrome P450 activities.	2004 Jun	15155557
[Obesity: a review of currently used antiobesity drugs and new compounds in clinical development].	2007 Oct 19	17971763

Patents

Sample Use Guides

In Vivo Use Guide

Once-daily oral radafaxine (GW353162) (20-40-60mg) was investigated over an eight-week treatment period in phase 2 study in subjects with major depressive disorder

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

RADAFAXINE HYDROCHLORIDE

Official Name

English

GW353162A

Code

English

GW-353162A

Code

English

RADAFAXINE HYDROCHLORIDE [USAN]

Common Name

English

RADAFAXINE HCL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265