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Details

Stereochemistry ACHIRAL
Molecular Formula C23H25NO
Molecular Weight 331.4516
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZM-39923

SMILES

CC(C)N(CCC(=O)c1ccc2ccccc2c1)Cc3ccccc3

InChI

InChIKey=JSASWRWALCMOQP-UHFFFAOYSA-N
InChI=1S/C23H25NO/c1-18(2)24(17-19-8-4-3-5-9-19)15-14-23(25)22-13-12-20-10-6-7-11-21(20)16-22/h3-13,16,18H,14-15,17H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C23H25NO
Molecular Weight 331.4516
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/10741557 | http://www.ncbi.nlm.nih.gov/pubmed/16236717

ZM 39923 HCl is an JAK1/3 inhibitor with pIC50 of 4.4/7.1 and almost no activity to JAK2 and modestly potent to EGFR. ZM39923 breaks down to form the JAK3 inhibitor ZM449829 which exhibit similar IC50 values. ZM39923 decomposes in neutral buffer to afford potent inhibition of the Janus kinase 3, and could be used as a standard Jak3 inhibitor in assays where breakdown could occur. ZM39923 is reduced by 300-fold in the presence of DTT (10 mM) in inhibiting TGM2. ZM39923 is reversible inhibitors when TGM2 is incubated with inhibitors in the absence of Ca2+. ZM39923 shows significant inhibition of crosslinking activity with IC50 of 25 nM in the absence of DTT and IC50 of 10 μM in the presence of DTT. ZM39923 prevents early death in a Drosophila Melanogaster model of a polyQ repeat disorder called Machado-Joseph Disease. M39923 inhibits the generation of AICD-FLAG and both Aβ40 and Aβ42 by purified γ-secretase in a concentration-dependent fashion with an approximate IC50 of 20 μM. ZM39923 decreases photoaffinity-labeled PS1-CTF in the presense of γ-secretase.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.1 null [pIC50]
4.4 null [pIC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Naphthyl ketones: a new class of Janus kinase 3 inhibitors.
2000 Mar 20
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Fly culture and crosses were performed under standard conditions at 250C. The fly stocks, including the fly line bearing the elav-GAL4 transgene, were obtained from Model System of Genomics. ZM 39923 HCL was investigated in these flies at 10 mM. Chemical stocks were diluted to 10 mM in DMSO and 1:1,000 with sterile 5% sucrose solution. Then 3.33 parts solution was added to one part solid flake food (formula-4-24; Carolina Biological Supply) and mixed. Fly food was replenished every 2–3 days. The number of flies left in the tubes was counted every other day.
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:11:06 UTC 2021
Edited
by admin
on Sat Jun 26 10:11:06 UTC 2021
Record UNII
M0ZX82000S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZM-39923
Common Name English
3-((1-METHYLETHYL)(PHENYLMETHYL)AMINO)-1-(2-NAPHTHALENYL)-1-PROPANONE
Systematic Name English
1-PROPANONE, 3-((1-METHYLETHYL)(PHENYLMETHYL)AMINO)-1-(2-NAPHTHALENYL)-
Systematic Name English
3-(BENZYL(PROPAN-2-YL)AMINO)-1-(NAPHTHALEN-2-YL)PROPAN-1-ONE
Systematic Name English
JAK3 INHIBITOR IV
Common Name English
Code System Code Type Description
FDA UNII
M0ZX82000S
Created by admin on Sat Jun 26 10:11:06 UTC 2021 , Edited by admin on Sat Jun 26 10:11:06 UTC 2021
PRIMARY
CAS
273727-89-2
Created by admin on Sat Jun 26 10:11:06 UTC 2021 , Edited by admin on Sat Jun 26 10:11:06 UTC 2021
PRIMARY
PUBCHEM
3797
Created by admin on Sat Jun 26 10:11:06 UTC 2021 , Edited by admin on Sat Jun 26 10:11:06 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR