Details
Stereochemistry | ACHIRAL |
Molecular Formula | C22H23N3O2S |
Molecular Weight | 393.502 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=NC=CN1C2=CC=C(SC3=CC=CC(=C3)C4(CCOCC4)C(N)=O)C=C2
InChI
InChIKey=VPTONMHDLLMOOV-UHFFFAOYSA-N
InChI=1S/C22H23N3O2S/c1-16-24-11-12-25(16)18-5-7-19(8-6-18)28-20-4-2-3-17(15-20)22(21(23)26)9-13-27-14-10-22/h2-8,11-12,15H,9-10,13-14H2,1H3,(H2,23,26)
Molecular Formula | C22H23N3O2S |
Molecular Weight | 393.502 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
4-(3-((4-(2-Methyl-1H-Imidaz-1-yl)Phenyl)Sulfanyl)Phenyl)Tetrahydro-2H-Pyran-4-Carboxamide, better known as CJ13610, is an orally active inhibitor of 5-lipoxygenase. Originally discovered by deCode Genetics, and later developed by Pfizer, CJ13610 has shown promise in preclinical models for pain. The compound was investigated in phase II clinical trials for asthma and chronic obstructive pulmonary disease; however, these efforts have been discontinued.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P09917 Gene ID: 240.0 Gene Symbol: ALOX5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/19580807 |
0.57 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19580807
Curator's Comment: the referenced study was conducted in rat
Male Sprague-Dawley rats were induced to inflammatory paw pain by subcutaneous injection of a 0.1 mL 1% suspension of carrageenan in saline. Prophylactic treatment with CJ-13610 (1 h before carrageenan) dose-dependently reversed mechanical hyperalgesia by 38 + 7%, 46 + 3% and 90 + 4% with 1, 10 and 30 mg/kg respectively. The CJ-13610 dose was delivered as a 1 mL oral gavage in a vehicle containing 0.5% methylcellulose and 0.025% Tween-20.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19580807
Human blood was collected in 10 mL heparinized tubes and pooled and dispensed into 384 well experimental plates. Varying concentrations of CJ13610 were dissolved in DMSO, and 2 micro-L was added to each well. CJ13610 was preincubated with blood at room temperature for 10 minutes, followed by stimulation with 40 micro-M calcium ionophore and 30 micro-M arachidonic acid dissolved in 60% ethanol (intended to stimulate maximum leukotriene production). After 15 minute incubation at 37 deg-C blood was centrifuged and leukotriene levels measured from the supernatant. CJ13610 was found to have an IC50 of 0.57 micro-M against the production of leukotrienes.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:54:18 GMT 2023
by
admin
on
Sat Dec 16 07:54:18 GMT 2023
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Record UNII |
5275PJ1C59
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Record Status |
Validated (UNII)
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Record Version |
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Related Record | Type | Details | ||
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TARGET -> INHIBITOR |
REVERSIBLE
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METABOLIC ENZYME -> SUBSTRATE | |||
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SALT/SOLVATE -> PARENT | |||
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IN VITRO
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Name | Property Type | Amount | Referenced Substance | Defining | Parameters | References |
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Biological Half-life | PHARMACOKINETIC |
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IN HEALTHY FASTED MALE SUBJECTS |
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Tmax | PHARMACOKINETIC |
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IN HEALTHY FASTED MALE SUBJECTS |
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Biological Half-life | PHARMACOKINETIC |
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SINGLE DOSE |
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Tmax | PHARMACOKINETIC |
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SINGLE DOSE |
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