6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE

Product Name: 6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE
CAS No.: 72873-74-6
Chemical Name: 6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE
Synonyms: CS-1711;SKF-86002;SKF 86002;SKF86002;SKF 86002 DIHYDROCHLORIDE;SKF-86002 - CAS 72873-74-6 - Calbiochem;6-(4-fluorophenyl)-5-(pyridin-4-yl)-2,3-dihydroiMidazo[2,1-b]thi;5-(4-Pyridyl)-6-(4-fluorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole;6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDYL)IMIDAZO[2,1-B]THIAZOLE;6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PRIDYL)IMIDAZO-[2,1,B]-THAIZOLE;6-(4-FLUOROPHENYL)-5-(4-PYRIDYL)-2,3-DIHYDROIMIDAZO[2,1-B]-THIAZOLE
CBNumber: CB3725388
Molecular Formula: C16H12FN3S
Formula Weight: 297.35
MOL File: 72873-74-6.mol

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6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE Property

Melting point:: 189-190 °C(lit.)
Boiling point:: 476.1±55.0 °C(Predicted)
Density: 1.39±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,2-8°C
solubility: DMSO: 9 mg/mL, soluble
form: solid
pka: 4.36±0.10(Predicted)
color: off-white
InChI: InChI=1S/C16H12FN3S/c17-13-3-1-11(2-4-13)14-15(12-5-7-18-8-6-12)20-9-10-21-16(20)19-14/h1-8H,9-10H2
InChIKey: YOELZIQOLWZLQC-UHFFFAOYSA-N
SMILES: S1CCN2C(C3C=CN=CC=3)=C(C3=CC=C(F)C=C3)N=C12

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S0193
Product name: SKF-86002
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $190
Updated: 2025/07/31

Sigma-Aldrich

Product number: 567305
Product name: SKF-86002
Packaging: 5mg
Price: $209
Updated: 2023/01/07

Cayman Chemical

Product number: 30202
Product name: SKF 86002
Packaging: 5mg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 30202
Product name: SKF 86002
Packaging: 25mg
Price: $510
Updated: 2024/03/01

Cayman Chemical

Product number: 30202
Product name: SKF 86002
Packaging: 1mg
Price: $36
Updated: 2024/03/01

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6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE Chemical Properties,Usage,Production

Description

SKF 86002 is an anti-inflammatory agent. It inhibits rat seminal vesicle prostaglandin H₂ (PGH₂) synthase (IC₅₀ = 120 μM), as well as prostanoid production by rat basophilic leukemia (RBL-1) cells and human monocytes (IC₅₀s = 70 and 1 μM, respectively). SKF 86002 inhibits leukotriene B₄ (LTB₄) and LTC₄ production induced by A23187 in human neutrophils and monocytes, respectively (IC₅₀ = 20 μM for both). It also inhibits LPS-induced IL-1 production in human monocytes (IC₅₀ = 1.3 μM). SKF 86002 (10, 30, and 90 mg/kg) reduces hindleg volume in rat models of adjuvant- or collagen-induced arthritis. It also decreases serum levels of TNF-α and increases survival in a mouse model of LPS and galactosamine-induced endotoxic shock when administered at a dose of 100 mg/kg.

Uses

SKF 86002 is an inhibitor of p53, Cox, and 5-LO.

Definition

ChEBI: 6-(4-fluorophenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b]thiazole is a member of imidazoles.

Biological Activity

Inhibitor of p38 MAP kinase (IC 50 = 0.1-1 μ M). Potently inhibits LPS-induced IL-1 and TNF- α production in human monocytes (IC 50 = 1 μ M). Also inhibits 5-lipoxygenase- and cyclooxygenase-mediated arachidonic acid metabolism in RBL-1 cells (IC 50 values are 10 and 100 μ M respectively). Anti-inflammatory following oral administration in vivo .

in vivo

SKF-86002 (10-90 mg/kg; p.o.; daily; for 22 days) has antiarthritic activity^[5].

Animal Model:	Lewis rats, with adjuvant-induced arthritis (AA)^[5]
Dosage:	10 mg/kg, 30 mg/kg, 90 mg/kg
Administration:	Oral administration, daily, for 22 days
Result:	Significantly decreased hindleg volumes after injection of adjuvant.

References

[1] DON E. GRISWOLD. SK&F 86002: A structurally novel anti-inflammatory agent that inhibits lipoxygenase- and cyclooxygenase-mediated metabolism of arachidonic acid[J]. Biochemical pharmacology, 1987, 36 20: Pages 3463-3470. DOI: 10.1016/0006-2952(87)90327-3
[2] JOHN C. LEE. Inhibition of monocyte IL-1 production by the anti-inflammatory compound, SK&F 86002[J]. International journal of immunopharmacology, 1988, 10 7: Pages 835-843. DOI: 10.1016/0192-0561(88)90007-0
[3] M J DIMARTINO. Pharmacologic characterization of the antiinflammatory properties of a new dual inhibitor of lipoxygenase and cyclooxygenase.[J]. Agents and Actions, 1987, 20 1-2: 113-123. DOI: 10.1007/bf01965633
[4] A M BADGER. Protective effect of SK&F 86002, a novel dual inhibitor of arachidonic acid metabolism, in murine models of endotoxin shock: inhibition of tumor necrosis factor as a possible mechanism of action.[J]. Circulatory shock, 1989, 27 1: 51-61.

6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE Suppliers

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72873-74-6, 6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDERelated Search:

5-Chloro-2,3-difluoropyridine Pyridine 2-Chloro-5-trifluoromethylpyridine 4-(3H-Imidazol-4-yl)-pyridine 6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE 6-PHENYL-2,3-DIHYDROIMIDAZO[2,1-B][1,3]THIAZOLE

6-(4-FLUOROPHENYL)-5-(4-PYRIDYL)-2,3-DIHYDROIMIDAZO[2,1-B]-THIAZOLE

6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PRIDYL)IMIDAZO-[2,1,B]-THAIZOLE

6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDINYL)IMIDAZO[2,1-B]THIAZOLE DIHYDROCHLORIDE

6-(4-FLUOROPHENYL)-2,3-DIHYDRO-5-(4-PYRIDYL)IMIDAZO[2,1-B]THIAZOLE

SKF-86002

SKF 86002 DIHYDROCHLORIDE

6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)imidazo(2,1-b)thiazole

4-(4-Pyridyl)-5-(4-fluorophenyl)-2,3-dihydro-1-thia-3a,6-diazapentalene

5-(4-Pyridyl)-6-(4-fluorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole

6-(4-fluorophenyl)-5-(pyridin-4-yl)-2,3-dihydroiMidazo[2,1-b]thi

6-(4-fluorophenyl)-5-(pyridin-4-yl)-2,3-dihydroiMidazo[2,1-b]thiazole dihydrochloride

6-(4-fluorophenyl)-5-(pyridin-4-yl)-2,3-dihydroimidazo[2,1-b]thiazole

SKF 86002;SKF86002

CS-1711

SKF-86002 - CAS 72873-74-6 - Calbiochem

Imidazo[2,1-b]thiazole, 6-(4-fluorophenyl)-2,3-dihydro-5-(4-pyridinyl)-

72873-74-6

C16H12N3FS

C16H12FN3S2HCl

p38 Mitogen-Activated protein kinase (p38MAPK)

Kinase/Phosphatase Biology

Serine/Threonine Kinase Inhibitors

Cell Biology

Cell Signaling and Neuroscience

BioChemical

Inhibitors

Protein Kinase