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Details

Stereochemistry ACHIRAL
Molecular Formula C19H23ClN6O2
Molecular Weight 402.878
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KMUP-1

SMILES

CN1C2=C(N(CCN3CCN(CC3)C4=CC=CC=C4Cl)C=N2)C(=O)N(C)C1=O

InChI

InChIKey=NIDVDYQCGWISJZ-UHFFFAOYSA-N
InChI=1S/C19H23ClN6O2/c1-22-17-16(18(27)23(2)19(22)28)26(13-21-17)12-9-24-7-10-25(11-8-24)15-6-4-3-5-14(15)20/h3-6,13H,7-12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C19H23ClN6O2
Molecular Weight 402.878
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Actions of KMUP-1, a xanthine and piperazine derivative, on voltage-gated Na(+) and Ca(2+) -activated K(+) currents in GH3 pituitary tumour cells.
2015-11
KMUP-1 ameliorates monocrotaline-induced pulmonary arterial hypertension through the modulation of Ca2+ sensitization and K+-channel.
2010-05-08
KMUP-1 attenuates serum deprivation-induced neurotoxicity in SH-SY5Y cells: roles of PKG, PI3K/Akt and Bcl-2/Bax pathways.
2010-01-31
cGMP-enhancing- and alpha1A/alpha1D-adrenoceptor blockade-derived inhibition of Rho-kinase by KMUP-1 provides optimal prostate relaxation and epithelial cell anti-proliferation efficacy.
2007-09-15
Inhibition of proinflammatory tumor necrosis factor-{alpha}-induced inducible nitric-oxide synthase by xanthine-based 7-[2-[4-(2-chlorobenzene)piperazinyl]ethyl]-1,3-dimethylxanthine (KMUP-1) and 7-[2-[4-(4-nitrobenzene)piperazinyl]ethyl]-1, 3-dimethylxanthine (KMUP-3) in rat trachea: The involvement of soluble guanylate cyclase and protein kinase G.
2006-09
KMUP-1, a xanthine derivative, induces relaxation of guinea-pig isolated trachea: the role of the epithelium, cyclic nucleotides and K+ channels.
2004-08
KMUP-1 relaxes rabbit corpus cavernosum smooth muscle in vitro and in vivo: involvement of cyclic GMP and K(+) channels.
2002-03
A xanthine-based KMUP-1 with cyclic GMP enhancing and K(+) channels opening activities in rat aortic smooth muscle.
2001-09
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 23:27:20 GMT 2025
Edited
by admin
on Mon Mar 31 23:27:20 GMT 2025
Record UNII
1X0H7WEC5D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1H-PURINE-2,6-DIONE, 7-(2-(4-(2-CHLOROPHENYL)-1-PIPERAZINYL)ETHYL)-3,7-DIHYDRO-1,3-DIMETHYL-
Preferred Name English
KMUP-1
Common Name English
7-(2-(4-(2-CHLOROPHENYL)PIPERAZINYL)ETHYL)-1,3-DIMETHYLXANTHINE
Systematic Name English
Code System Code Type Description
FDA UNII
1X0H7WEC5D
Created by admin on Mon Mar 31 23:27:20 GMT 2025 , Edited by admin on Mon Mar 31 23:27:20 GMT 2025
PRIMARY
PUBCHEM
10453764
Created by admin on Mon Mar 31 23:27:20 GMT 2025 , Edited by admin on Mon Mar 31 23:27:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID80440203
Created by admin on Mon Mar 31 23:27:20 GMT 2025 , Edited by admin on Mon Mar 31 23:27:20 GMT 2025
PRIMARY
CAS
81996-46-5
Created by admin on Mon Mar 31 23:27:20 GMT 2025 , Edited by admin on Mon Mar 31 23:27:20 GMT 2025
PRIMARY
WIKIPEDIA
KMUP-1
Created by admin on Mon Mar 31 23:27:20 GMT 2025 , Edited by admin on Mon Mar 31 23:27:20 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY