PNU-142633

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H30N4O3
Molecular Weight	422.52
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=O)C1=CC2=C(C=C1)[C@H](CCN3CCN(CC3)C4=CC=C(C=C4)C(N)=O)OCC2

InChI

InChIKey=PNTVCCRNJOGKGA-QFIPXVFZSA-N

InChI=1S/C24H30N4O3/c1-26-24(30)19-4-7-21-18(16-19)9-15-31-22(21)8-10-27-11-13-28(14-12-27)20-5-2-17(3-6-20)23(25)29/h2-7,16,22H,8-15H2,1H3,(H2,25,29)(H,26,30)/t22-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C24H30N4O3
Molecular Weight	422.52
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11595000

PNU-142633 is selective 5HT1D partial agonist, developed by Pharmacia & Upjohn, Inc. It failed in phase II clinical trials against acute migraine, and its development was discontinued.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 1d (5-HT1d) receptor 52 Target ID: CHEMBL1983 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14643336	Partial Agonist 290		4.6 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Acute migraine 7 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11595000	Primary		Phase II 1132	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
141 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/11595000	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:		PNU-142633 plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
100 mg single, oral (unknown) Highest studied dose Dose: 100 mg Route: oral Route: single Dose: 100 mg Sources: https://pubmed.ncbi.nlm.nih.gov/10543315	healthy n = 6 Health Status: healthy Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/10543315	Other AEs: Dizziness... Other AEs: Dizziness Sources: https://pubmed.ncbi.nlm.nih.gov/10543315

AEs

AE	Significance	Dose	Population
Dizziness		100 mg single, oral (unknown) Highest studied dose Dose: 100 mg Route: oral Route: single Dose: 100 mg Sources: https://pubmed.ncbi.nlm.nih.gov/10543315	healthy n = 6 Health Status: healthy Sex: M+F Food Status: UNKNOWN Population Size: 6 Sources: https://pubmed.ncbi.nlm.nih.gov/10543315

Sourcing

Vendor/Aggregator	ID	URL
Alfa Chemistry	11168	http://www.alfa-chemistry.com/search.aspx?q=11168
Alfa Chemistry	AFI187665652	http://www.alfa-chemistry.com/search.aspx?q=AFI187665652
ApexBio Technology	B6906	https://www.apexbt.com/catalogsearch/result/?q=B6906
BOC Sciences	187665-65-2	http://www.bocsci.com/description.asp?cas=187665-65-2
Chem Scene	CS-0024590	http://www.chemscene.com/goproductList/searchProductList?productObj=CS-0024590
MedChem Express	HY-103131	https://www.medchemexpress.com/search.html?q=HY-103131&ft=&fa=&fp=
MolPort	MolPort-023-276-296	https://www.molport.com/shop/molecule-link/MolPort-023-276-296
MuseChem	M038152	https://www.musechem.com/product/M038152.html
Tocris	1985	https://www.tocris.com/search.php?Type=QuickSearch&Value=1985
Toronto Research Chemicals	P653455	https://www.trc-canada.com/product-detail/?CatNum=P653455
Wonderchem	WD05HDO	http://www.wonder-chem.com/search.html?text=WD05HDO
eMolecules	27315404	https://orderbb.emolecules.com/search/#?query=27315404

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

In phase II clinical trials patients received a single 50-mg oral dose of a 5-HT(1D) agonist, PNU-142633 during an acute migraine attack.

Route of Administration: Oral

In Vitro Use Guide

Receptor binding studies were performed on 5HT1D receptors, expressed in HEK293 cells. Binding of [3H]-serotonin was measured in membranes, using filtration techniques.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:45:45 GMT 2023` Edited by `admin` on `Sat Dec 16 10:45:45 GMT 2023`
Record UNII	B54P1BQ73L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PNU-142633

Common Name

English

1H-2-BENZOPYRAN-6-CARBOXAMIDE, 1-(2-(4-(4-(AMINOCARBONYL)PHENYL)-1-PIPERAZINYL)ETHYL)-3,4-DIHYDRO-N-METHYL-, (1S)-

Systematic Name

English

Code System Code Type Description

CAS

187665-65-2