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[ CAS No. 1711-02-0 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 1711-02-0
Chemical Structure| 1711-02-0
Structure of 1711-02-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1711-02-0 ]

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Product Details of [ 1711-02-0 ]

CAS No. :1711-02-0 MDL No. :MFCD00001058
Formula : C7H4ClIO Boiling Point : No data available
Linear Structure Formula :- InChI Key :NJAKCIUOTIPYED-UHFFFAOYSA-N
M.W : 266.46 Pubchem ID :74373
Synonyms :

Calculated chemistry of [ 1711-02-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.34
TPSA : 17.07 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.09 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.07
Log Po/w (XLOGP3) : 4.0
Log Po/w (WLOGP) : 2.67
Log Po/w (MLOGP) : 2.94
Log Po/w (SILICOS-IT) : 3.3
Consensus Log Po/w : 3.0

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.39
Solubility : 0.0109 mg/ml ; 0.0000407 mol/l
Class : Moderately soluble
Log S (Ali) : -4.06
Solubility : 0.0232 mg/ml ; 0.000087 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.91
Solubility : 0.0326 mg/ml ; 0.000122 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.77

Safety of [ 1711-02-0 ]

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 [ 1711-02-0 ]

* 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 [ 1711-02-0 ]

[ 1711-02-0 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 1711-02-0 ]
  • [ 3469-20-3 ]
  • 2
  • [ 1711-02-0 ]
  • [ 27982-06-5 ]
  • 3
  • [ 17672-21-8 ]
  • [ 1711-02-0 ]
  • C15H12INO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; dmap; In dichloromethane; at 20℃; Step A:; To a solution of methyl 3-hydroxyanthranilate (550 mg, 3.29 mmol) in methylene chloride (20 mL) was added 4-iodobenzoyl chloride (2.63 g, 9.87 mmol) followed by pyridine (1.06 mL, 13.2 mmol) and DMAP (40 mg, 0.33 mmol) at room temperature. The resulting mixture was stirred under nitrogen at room temperature overnight and then the reaction mixture was quenched with a saturated solution of sodium bicarbonate (100 mL) with stirring at room temperature for 30 min. The organic layer was separated and the aqueous layer was extracted with methylene chloride. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was dissolved in toluene (20 mL) and the solution was treated with p-toluenesulfonic acid monohydrate (600 mg, 3.16 mmol). The reaction mixture was then heated at reflux under nitrogen overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with a saturated solution of sodium bicarbonate and brine, dried over sodium sulfate, filtered and concentrated. The crude material was purified by column chromatography (silica gel, 4:1 hexanes/ethyl acetate) to afford the methyl ester (274 mg, 23%) as an off-white solid: 1H NMR (300 MHz, CDCl3) delta 8.10 (dt, J=8.5, 2.0 Hz, 2H), 8.07 (dd, J=8.0, 1.0 Hz, 1H), 7.92 (dt, J=8.5, 2.0 Hz, 2H), 7.81 (dd, J=8.0, 1.0 Hz, 1H), 7.47 (t, J=8.0 Hz, 1H), 4.09 (s, 3H); MS (ESI+) m/z 380 (M+H).
  • 4
  • [ 2040-90-6 ]
  • [ 1711-02-0 ]
  • [ 1443037-90-8 ]
YieldReaction ConditionsOperation in experiment
93% With triethylamine; In dichloromethane; at 0 - 20℃; for 3h; General procedure: 2-Chloro-6-fluoro phenol (1, 0.2054 mol) was dissolved in DCM, triethylamine (TEA, 0.4519 mol) was added and the reaction mixture was cooled to 0 °C. A solution of benzoyl chloride derivatives (2a-e, 0.2157 mol) in DCM was added slowly to the above mixture and stirred for 3 h. Then the reaction mass was diluted with DCM (200 mL), washed with 10percent sodium hydroxide solution (3 x 30 mL), water (3 x 30 mL), brine (2 x 60 mL), and again with water (3 x 30 mL). The organic layer was dried over sodium sulfate and the solvent was evaporated to achieve compounds 3a-e.
93% With triethylamine; In dichloromethane; at 0 - 20℃; for 3h; General procedure: 2-Chloro-6-fluoro phenol (1, 0.20 mol) was dissolved indichloro methane (DCM) and triethylamine (TEA, 0.45 mol) wasadded to it. Then the reaction mixture was cooled to 0 C. Further,a solution of substituted benzoyl chloride 2a?d (0.21 mol) in DCMwas slowly added to the reaction mixture and stirred for 3 h andthe completion of the reaction was monitored by TLC using 4:1n-hexane: ethyl acetate solvent mixture. Then the reaction masswas diluted with DCM (100 ml), washed with 10percent sodium hydroxidesolution (3 40 ml), followed by water (3 30 ml). Theorganic layer was dried over sodium sulphate and the solidobtained after evaporation of the solvent was recrystallized fromethanol to give compounds 3a?d. [21] Compound (3a) is taken asa representative example to explain physical and characterizationdata.
  • 5
  • [ 932738-80-2 ]
  • [ 1711-02-0 ]
  • 4-iodo-N-[4-(6-chloropyrimidin-4-yl)-1,3-thiazol-2-yl]-N-methylbenzamide [ No CAS ]
  • 7
  • [ 83079-77-0 ]
  • [ 1711-02-0 ]
  • (S)-tert-butyl 2-(4-iodobenzamido)-4-phenylbutanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With triethylamine; In dichloromethane; at 20℃; for 4h; General procedure: To a solution of 4-iodobenzoyl chloride (5.6mmol, 1.0 eq.) in dichloromethane (30mL) was added triethylamine (22.4mmol, 4.0 eq.) and t-butyl ester of amino acid (5.6mmol, 1.0 eq.) respectively. The mixture was stirred at room temperature for 4h then diluted with dichloromethane (150mL). The organic phase washed with aqueous saturated NaHCO3 and aqueous 0.1N KHSO4, dried over MgSO4, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (with a gradient in cyclohexane/ethyl acetate or CH2Cl2/MeOH) to afford the pure product.
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Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Catalytic Hydrogenation ? Clemmensen Reduction ? Complex Metal Hydride Reductions ? 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 ? Rosenmund Reduction ? 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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