2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole

Base Information

Chemical Name:2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole
CAS No.:944808-88-2
Molecular Formula:C₁₈H₁₇ClFN₅O₂
Molecular Weight:389.817
Hs Code.:
ChEMBL ID:CHEMBL226646
DSSTox Substance ID:DTXSID80587445
Pharos Ligand ID:4B9R1ZPJHXVT
Wikidata:Q82479873
Mol file:944808-88-2.mol

Synonyms:2-(6-(4-(2-chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole;cay-10566;CAY10566;DFP2M-oxadiazole

Suppliers and Price of 2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
CAY10566
25mg
$ 210.00

TRC
CAY10566
10mg
$ 100.00

TRC
CAY10566
5mg
$ 60.00

ChemScene
CAY10566 99.42%
10mg
$ 290.00

ChemScene
CAY10566 99.42%
1mg
$ 60.00

ChemScene
CAY10566 99.42%
5mg
$ 190.00

ChemScene
CAY10566 99.42%
25mg
$ 590.00

Cayman Chemical
CAY10566 ≥98%
10mg
$ 528.00

Cayman Chemical
CAY10566 ≥98%
5mg
$ 299.00

Cayman Chemical
CAY10566 ≥98%
1mg
$ 71.00

Total 10 raw suppliers

Chemical Property of 2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole

Chemical Property:

Melting Point:160 - 170°C
Boiling Point:600.2±65.0 °C(Predicted)
PKA:2.01±0.10(Predicted)
Density:1.369±0.06 g/cm3(Predicted)
Storage Temp.:2-8°C
Solubility.:DMSO (Slightly), Methanol (Slightly)
XLogP3:3.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:389.1054807
Heavy Atom Count:27
Complexity:485

Purity/Quality:

97% ^*data from raw suppliers

CAY10566 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=NN=C(O1)C2=NN=C(C=C2)N3CCC(CC3)OC4=C(C=CC(=C4)F)Cl
Description Stearoyl-CoA desaturase (SCD) catalyzes the committed step of the conversion of saturated, long-chain fatty acids to monounsaturated fatty acids. The SCD1 gene is thought to play a key role in lipid homeostasis and body weight regulation. Thus, modulating SCD1 activity pharmacologically may be a useful tool for regulating type 2 diabetes, dyslipidemia, and obesity. CAY10566 is a potent and selective inhibitor of SCD1 that demonstrates IC50 values of 4.5 and 26 nM in mouse and human enzymatic assays, respectively. CAY10566 inhibits the conversion of saturated, long-chain fatty acyl-CoAs to monounsaturated, long-chain fatty acyl-CoAs in HepG2 cells with IC50 values of 7.9 and 6.8 nM, respectively, when heptadecanoic acid and palmitic acid are used as the substrate.
Uses CAY10566, is a stearoyl-CoA desaturase (SCD) inhibitor.

Technology Process of 2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole

There total 6 articles about 2-(6-(4-(2-Chloro-5-fluorophenoxy)piperidin-1-yl)pyridazin-3-yl)-5-methyl-1,3,4-oxadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

: 944808-85-9
N'-acetyl-6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]pyridazine-3-carbohydrazine

: 944808-88-2
(3-[4-(2-chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)-pyridazine)

Guidance literature:: With trichlorophosphate; at 100 ℃; for 6h;
DOI:10.1021/jm070219p

Reference yield:

: 944808-82-6
3-chloro-6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]pyridazine

: 944808-88-2
(3-[4-(2-chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)-pyridazine)

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂(II)*CH₂Cl₂ / 3 h / 100 °C / 10343.2 Torr

2: 95 percent / aq. NaOH / methanol / 3 h / 25 °C

3: 92 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium⁽¹⁺⁾*BF₄^(1-); Et₃N / dimethylformamide / 1 h / 25 °C / pH 6

4: 52 percent / POCl₃ / 6 h / 100 °C

With sodium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trichlorophosphate; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂(II)*CH₂Cl₂; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm070219p

Reference yield:

: 3827-49-4
2-chloro-5-fluoro-phenol

: 944808-88-2
(3-[4-(2-chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)-pyridazine)

Guidance literature:: Multi-step reaction with 5 steps

1: 51 percent / triphenylphosphine; di-tert-butyl azodicarboxylate / tetrahydrofuran / 2 h / 25 °C

2: 75 percent / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂(II)*CH₂Cl₂ / 3 h / 100 °C / 10343.2 Torr

3: 95 percent / aq. NaOH / methanol / 3 h / 25 °C

4: 92 percent / O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium⁽¹⁺⁾*BF₄^(1-); Et₃N / dimethylformamide / 1 h / 25 °C / pH 6

5: 52 percent / POCl₃ / 6 h / 100 °C

With sodium hydroxide; di-tert-butyl-diazodicarboxylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; triphenylphosphine; trichlorophosphate; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂(II)*CH₂Cl₂; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1021/jm070219p