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[ CAS No. 536-38-9 ] {[proInfo.proName]}

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Chemical Structure| 536-38-9
Chemical Structure| 536-38-9
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Product Details of [ 536-38-9 ]

CAS No. :536-38-9 MDL No. :MFCD00000625
Formula : C8H6BrClO Boiling Point : -
Linear Structure Formula :BrCH2C(O)C6H4Cl InChI Key :FLAYZKKEOIAALB-UHFFFAOYSA-N
M.W : 233.49 Pubchem ID :68303
Synonyms :

Calculated chemistry of [ 536-38-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.52
TPSA : 17.07 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.96
Log Po/w (XLOGP3) : 2.82
Log Po/w (WLOGP) : 2.92
Log Po/w (MLOGP) : 2.82
Log Po/w (SILICOS-IT) : 3.33
Consensus Log Po/w : 2.77

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.34
Solubility : 0.108 mg/ml ; 0.000461 mol/l
Class : Soluble
Log S (Ali) : -2.84
Solubility : 0.341 mg/ml ; 0.00146 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.23
Solubility : 0.0139 mg/ml ; 0.0000594 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 536-38-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3261
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 536-38-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 536-38-9 ]

[ 536-38-9 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 5319-77-7 ]
  • [ 536-38-9 ]
  • 1-(4-chloro-phenyl)-2-(2-imino-5-methylsulfanyl-[1,3,4]thiadiazol-3-yl)-ethanone [ No CAS ]
  • 2
  • [ 536-38-9 ]
  • [ 90008-50-7 ]
  • [ 3748-69-4 ]
YieldReaction ConditionsOperation in experiment
General procedure: A stirred mixture of <strong>[90008-50-7]3-amino-6-propoxypyridazine</strong> 3 (4.50g, 29.4mmol), 2-bromo-1-[4-(2-methoxyethoxy)phenyl]ethanone 11 (8.03g, 29.4mmol) and EtOH (280mL) was heated at reflux for 2.5 hours. The mixture was cooled and NaHCO3 (2.50g, 30mmol) was added. The mixture was stirred at room temperature for 15 hours, heated at reflux for 1 hour, then cooled and evaporated. The residue was extracted with CHCl3 (150mL) and the extract washed with saturated, aqueous NaCl solution (50mL), dried (MgSO4) and evaporated. The residue was purified by flash chromatography over silica gel. Elution with 1-2% MeOH in CH2Cl2 afforded a green/brown solid. Treatment with decolourising charcoal and recrystallization from cyclohexane gave 6f (3.95g, 41%) as pale green crystals, m.p. 82.5-84C. 1H NMR (CDCl3) ? 1.06 (3H, t, J=7.2Hz), 1.75-1.94 (2H, m), 3.47 (3H, s), 3.74-3.81 (2H, m), 4.14-4.21 (2H, m), 4.27 (2H, t, J=6.6Hz), 6.68 (1H, d, J=9.3Hz), 7.00 (2H, d, J=8.8Hz), 7.76-7.88 (3H, m), 7.94 (1H, s). MS (APCI+) m/z 328 (M+H, 100%).
  • 3
  • [ 10167-97-2 ]
  • [ 536-38-9 ]
  • [ 196959-50-9 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; 6.1. 2-(4-Chlorophenyl)-6-methoxyimidazo[1,2-a]pyridine A mixture of 1.3 g (10.5 mmol) of 5-methoxy-2-pyridinamine, 2.44 g (1eq) of alpha-bromo-4-chloroacetophenone and 1.76 g (2eq) of sodium bicarbonate in 20 ml of 95percent strength alcohol is heated under reflux for 4 h 30 min. under argon. The mixture is evaporated to dryness and the residue taken up between CH2 Cl2 and H2 O, followed by washing, drying and evaporation. The product is purified by chromatography and then crystallized in ether. M.p. 148°-9° C. 5-Methoxy-2-pyridinamine was obtained according to a process described in the literature: G. J. Clark and L. W. Deady, Aust. J. Chem. 34, 927 (1981).
  • 4
  • [ 1003-61-8 ]
  • [ 536-38-9 ]
  • [ 1228304-57-1 ]
YieldReaction ConditionsOperation in experiment
INTERMEDIATE 4; 6-(4-Chlorophenyl)-5-(hydroxymethyl)imidazo [2, 1-b] [ 1 ,3] thiazoIe-2-carbaldehyde; A solution of <strong>[1003-61-8]2-aminothiazole-5-carboxaldehyde</strong> (1.0 g, 7.8 mmol) and 2-bromo-4'- chloroacetophenone (1.8 g, 7.8 mmol) in acetone (5 mL) was heated at reflux for 5 h. The solvent was evaporated and the crude material purified by preparative HPLC (Xterra Cl 8, 50 mM NH4HCO3 (pH 10) - CH3CN) to give the intermediate compound 6-(4- chlorophenyl)imidazo[2,l-b][l,3]thiazole-2-carbaldehyde as a yellow solid (176 mg).
  • 7
  • [ 89226-13-1 ]
  • [ 536-38-9 ]
  • [4-(4-chlorophenyl)thiazol-2-yl]methylamine hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% To <strong>[89226-13-1]tert-butyl 2-amino-2-thioxoethylcarbamate</strong> (1.0 g, 5.3 mmol) and 4-chlorophenacylbromide (1.2 g, 5.3 mmol) was added ethanol (8 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, 4 mol/L hydrochloric acid/1,4-dioxane solution (10 ml) was added to the obtained residue, and the mixture was stirred at room temperature for 2 hr. The precipitate was collected by filtration, washed with a small amount of 1,4-dioxane, and dried under reduced pressure to give the title compound as a white powder (1.4 g, 5.3 mmol, 100%). 1H NMR (400 MHz, DMSO) delta 8.56 (s, 3H), 8.27 (s, 1H), 8.04 (d, J=8.6 Hz, 2H), 7.55 (d, J=8.6 Hz, 2H), 4.51 (s, 2H). MS (ESI) m/z 225 (M+H)+
  • 8
  • [ 536-38-9 ]
  • [ 7149-75-9 ]
  • C16H12Cl2N2S [ No CAS ]
  • 9
  • [ 536-38-9 ]
  • [ 7149-75-9 ]
  • C15H13Cl2NO [ No CAS ]
  • 10
  • [ 536-38-9 ]
  • [ 17583-10-7 ]
  • 2-(4-chlorophenyl)-6,7-dihydrobenzo[d]imidazo[2,1-b]thiazol-8(5H)-one [ No CAS ]
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Technical Information

? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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