BENTAMAPIMOD

Details

Stereochemistry	RACEMIC
Molecular Formula	C25H23N5O2S
Molecular Weight	457.547
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N#CC(C1=NC2=C(S1)C=CC=C2)C3=CC=NC(OCC4=CC=C(CN5CCOCC5)C=C4)=N3

InChI

InChIKey=XCPPIJCBCWUBNT-UHFFFAOYSA-N

InChI=1S/C25H23N5O2S/c26-15-20(24-28-22-3-1-2-4-23(22)33-24)21-9-10-27-25(29-21)32-17-19-7-5-18(6-8-19)16-30-11-13-31-14-12-30/h1-10,20H,11-14,16-17H2

HIDE SMILES / InChI

Description
Sources: http://adisinsight.springer.com/drugs/800019136
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27027242 http://www.pharmacodia.com/yaodu/html/v1/chemicals/a438a122ad7b41a2d652eccda5a6711b.html

Bentamapimod (AS602801) a newly developed, orally-active, ATP competitive inhibitor of JNK, which is in phase IIa clinical trials for the treatment of endometriosis. Bentamapimod showed selective cytotoxic activity against serum-cultured cancer cells and cancer stem cells in vitro. It blocks T-cell proliferation and induces apoptosis. Bentamapimod was discovered by Merck Serono. Then PregLem (a member of the Richter Group) acquired worldwide rights in 2010.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
c-Jun N-terminal kinase 1 8 Target ID: CHEMBL2276 Sources: http://www.biocentury.com/products/bentamapimod http://adisinsight.springer.com/drugs/800019136	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Inflammatory endometriosis 1 Sources: https://clinicaltrials.gov/ct2/show/NCT01630252	Primary		Phase II 1132	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY559441	https://www.001chemical.com/chem/541507-14-6
AA Blocks	AA00G3KR	https://www.aablocks.com/goods/Goods/detail?id=AA00G3KR
AK Scientific, Inc. (AKSCI)	3453AH	http://www.aksci.com/item_detail.php?cat=3453AH
AbMole Bioscience	M8921	http://www.abmole.com/products/bentamapimod.html
Achemtek	0102-013344	http://www.achemtek.com/848344-36-5
Alsachim	4632	http://www.alsachim.com/product-C5980-glo.bal-view.html
Ambeed	A793130	https://www.ambeed.com/products/848344-36-5.html
Ambinter	Amb24123242	http://www.ambinter.com/reference/24123242
Angel Pharmatech	AG-10211	http://www.angelpharmatech.com/848344-36-5.html
Ark Pharma Scientific Limited	A-0651	http://www.arkpharmtech.com/product/32602.html
Aurum Pharmatech LLC	W-5369	http://www.Aurumpharmatech.com/Product/ProductDetails/W_5369
Axon MedChem	2002	https://www.axonmedchem.com/product/2002
BLD Pharm	BD630897	http://www.bldpharm.com/products/848344-36-5.html
BOC Sciences	848344-36-5	https://www.bocsci.com/as-602801-cas-848344-36-5-item-84-182318.html
BioChemPartner	BCP28061	http://www.biochempartner.com/848344-36-5-BCP28061
BioCrick	BCC1369	http://www.biocrick.com/AS-602801-BCC1369.html
BioSynth	J-519665	https://www.biosynth.com/en/products/all-products/products/J-519665.html
Boerchem	BC600638	http://www.boerchem.com/?product_43473.html
CSNpharm	CSN18465	https://www.csnpharm.com/products/as-602801.html
Chem Scene	CS-0600	http://www.chemscene.com/848344-36-5.html
Chemspace	CSSB00020668829	https://chem-space.com/CSSB00020668829
DC Chemicals	DC8256	http://www.dcchemicals.com/product_show-AS_602801_Bentamapimod_.html
Excenen	EX-A1361	http://www.excenen.com/searchresultlist.php?id=848344-36-5
Hairui	HR117062	http://www.hairuichem.com/en/product/848344-36-5.html
Lab Network	LN01342136	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01342136
MedChem Express	HY-14761	https://www.medchemexpress.com/AS-602801.html
MolPort	MolPort-028-720-362	https://www.molport.com/shop/molecule-link/MolPort-028-720-362
Molcore	MC559441	https://www.molcore.com/product/541507-14-6
MuseChem	I005085	https://www.musechem.com/product/I005085.html
Renno Tech	RL05217	http://www.rennotech.com/product_show.asp?id=5466
Selleck Chemicals	S8867	http://www.selleckchem.com/products/bentamapimod.html
Smolecule	S520775	http://www.smolecule.com/products/s520775
Sun-shine Chemical	AS 602801	http://www.sun-shinechem.com/Details/AS%20602801/2259/848344-36-5.html
Synblock Inc	SB17178	http://www.synblock.com/product/848344-36-5.html
THE BioTek	bt-261365	https://www.thebiotek.com/product/inhibitors/bt-261365
Vesino Industrial Co Ltd	VA12043	http://www.vsnchem.com/goto/product/51360/
eNovation Chemicals	D371781	http://www.enovationchem.com/productDetails.asp?productID=D371781
eNovation Chemicals	D501780	https://www.enovationchem.com/ProductDetails.asp?ProductID=D501780
eNovation Chemicals	Y0974359	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y0974359

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

320mg/day (160 mg twice a day) for 8 weeks

Route of Administration: Oral

In Vitro Use Guide

Bentamapimod (AS602801) treatment induced cell death and accordingly decreased the number of viable cells in three cell lines (PANC-1, pancreatic cancer; A594, lung cancer; A2780, ovarian cancer) in a dose-dependent manner (7.5 uM being most effective)

Name

Type

Language

BENTAMAPIMOD

Official Name

English

AS602801

Code

English

bentamapimod [INN]

Common Name

English

2-(1,3-BENZOTHIAZOL-2-YL)-2-(2-((4-((MORPHOLIN-4-YL)METHYL)PHENYL)METHOXY)PYRIMIDIN-4-YL)ACETONITRILE

Systematic Name

English

PGL5001

Code

English

AS-602801

Code

English

Bentamapimod [WHO-DD]

Common Name

English

PGL-5001

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C2149