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[ CAS No. 131170-40-6 ] {[proInfo.proName]}

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Chemical Structure| 131170-40-6
Chemical Structure| 131170-40-6
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Quality Control of [ 131170-40-6 ]

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Product Details of [ 131170-40-6 ]

CAS No. :131170-40-6 MDL No. :MFCD06408344
Formula : C11H12O2 Boiling Point : -
Linear Structure Formula :- InChI Key :MJEMBQXUGUQDEK-UHFFFAOYSA-N
M.W : 176.21 Pubchem ID :3652665
Synonyms :

Calculated chemistry of [ 131170-40-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.36
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 50.56
TPSA : 37.3 Ų

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) : -4.99 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.97
Log Po/w (XLOGP3) : 3.36
Log Po/w (WLOGP) : 2.37
Log Po/w (MLOGP) : 2.45
Log Po/w (SILICOS-IT) : 2.72
Consensus Log Po/w : 2.58

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.85

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.0971 mg/ml ; 0.000551 mol/l
Class : Soluble
Log S (Ali) : -3.82
Solubility : 0.0266 mg/ml ; 0.000151 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.97
Solubility : 0.187 mg/ml ; 0.00106 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.12

Safety of [ 131170-40-6 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 131170-40-6 ]

* 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 [ 131170-40-6 ]

[ 131170-40-6 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 124-38-9 ]
  • [ 2214-14-4 ]
  • [ 131170-40-6 ]
  • [ 131170-39-3 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; potassium <i>tert</i>-butylate 1) hexane, 2h; Yield given. Multistep reaction. Yields of byproduct given;
  • 2
  • [ 3591-42-2 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 74 percent / Na, EtOH / Heating 2: 1) BuLi, tert-BuOK / 1) hexane, 2h
  • 3
  • [ 1147531-04-1 ]
  • [ 131170-40-6 ]
  • [ 1622303-33-6 ]
YieldReaction ConditionsOperation in experiment
66% Stage #1: 2-methyl-4-(1-methylcyclopropyl)benzoic acid With thionyl chloride In dichloromethane at 0℃; for 2h; Stage #2: 3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline With triethylamine In dichloromethane at 0 - 20℃; for 12h; Step-d: Synthesis of N-(3-bromo-2-(((tert-butyldimethylsilyl) oxy) methyl) phenyl)-4-(l- methylcyclopropyPbenzamide To a stirred solution of 4-(l-methylcyclopropyl) benzoic acid (0.156 g, 0.88 mmol) in DCM (10 ml) was added thionyl chloride (0.7 ml) at 0°C. The reaction mixture was allowed to stir at 0°C for 2 h. Solvent was concentrated under reduced pressure, the residue obtained was re- dissolved in DCM (10 ml) and cooled to 0°C. Then TEA (0.5 ml. 3.79 mmol) and 3-bromo-2- (((tert-butyldimethylsilyl)oxy)methyl)aniline (0.2 g, 0.632 mmol) were added. The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with ice water and the product was extracted with DCM. The organic layer dried and concentrated. The crude material obtained was purified using column chromatography eluted in 2% EtOAc-hexane to afford the title compound (0.2 g, 66 %). 1H NMR (400 MHz, DMSO-d6) δ 9.91 (s, 1H), 8.34 (d, J=7.6 Hz, 1H), 7.86 (d, J=8.4 Hz, 2H), 7.32-7.26 (m, 3H), 7.22 (t, Ji=8.4 Hz, J2=7.6 Hz, 1H), 5.10 (s, 2H), 1.59 (s, 3H), 0.94-0.81 (m, 13H), 0.15 (s, 6H).
  • 4
  • [ 619-42-1 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane / 6 h / 110 °C / Sealed tube; Inert atmosphere 2.1: diethylzinc; trifluoroacetic acid / dichloromethane; n-heptane / 0.33 h / 0 °C 2.2: 16 h / 0 - 20 °C 3.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 12 h / 20 °C
  • 5
  • [ 26581-23-7 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: diethylzinc; trifluoroacetic acid / dichloromethane; n-heptane / 0.33 h / 0 °C 1.2: 16 h / 0 - 20 °C 2.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 12 h / 20 °C
  • 6
  • [ 1622303-32-5 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
57.97% With lithium hydroxide monohydrate; water In tetrahydrofuran; methanol at 20℃; for 12h; Step-c: Synthesis of 4-(l-methylcyclopropyl) benzoic acid To a stirred solution of methyl 4-(l-methylcyclopropyl) benzoate (0.15 g, 0.78 mmol) in MeOH (10 ml), THF (2 ml) and water (1 ml) was added lithium hydroxide monohydrate (0.1 g, 2.36 mmol). The reaction mixture was stirred at RT for a period of 12 h. The excess solvent was concentrated under reduced pressure; the residue was dissolved in water and acidified with IN HC1. The precipitated solid was collected by filtration to afford the title compound (0.080 g, 57.97 %). *H NMR (400 MHz, DMSO-d6) δ 12.76 (s, 1H), 7.85 (d, J=8.3 Hz, 2H), 7.31 (d, J=8.3 Hz, 2H), 1.40 (s, 3H), 0.93-0.82 (m, 4H).
  • 7
  • [ 99548-55-7 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; tetrahydrofuran / 2 h / 80 °C 2: diethylzinc; diiodomethane / dichloromethane; toluene / 16 h / 20 °C 3: water; lithium hydroxide / 1,4-dioxane / 1 h / 15 °C
  • 8
  • [ 1178884-57-5 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: diethylzinc; diiodomethane / dichloromethane; toluene / 16 h / 20 °C 2: water; lithium hydroxide / 1,4-dioxane / 1 h / 15 °C
  • 9
  • [ 1178884-58-6 ]
  • [ 131170-40-6 ]
YieldReaction ConditionsOperation in experiment
93.9% With water; lithium hydroxide In 1,4-dioxane at 15℃; for 1h; 339.2 Methyl 2-methyl-4-(1-methylcyclopropyl)benzoate (80.0 mg, 0.39 mmol) was hydrolyzed as usual (General Method NaOH) to afford 2-methyl-4-(1- methylcyclopropyl)benzoic acid (70 mg, 93.9% yield) as a white solid. ‘H NMR (400 MHz,CD3OD): 7.83 (d, I = 8.0 Hz, 1H), 7.15 - 7.10 (m, 2H), 2.56 (s, 3H), 1.42 (s, 3H), 0.95 - 0.85 (m, 2H), 0.85 - 0.75 (m, 2H).
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Technical Information

• Acids Combine with Acyl Halides to Produce Anhydrides • Acyl Chloride Hydrolysis • Amide Hydrolysis • Amide Hydrolysis • Anhydride Hydrolysis • Arndt-Eistert Homologation • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Carbonation of Organometallics • Carboxylate Salt Formation • Carboxylic Acids React with Alcohols to Form Esters • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Decarboxylation of Substituted Propanedioic • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Esters Hydrolyze to Carboxylic Acids and Alcohols • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation • Halogenation of Benzene • Heat of Combustion • Hunsdiecker-Borodin Reaction • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Nitration of Benzene • Nitriles Hydrolyze to Carboxylic Acids • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Primary Alcohols Furnishes Carboxylic Acids • Passerini Reaction • Peptide Bond Formation with DCC • Periodic Acid Degradation of Sugars • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Sulfonation of Benzene • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Conversion of Carboxylic Acids into Acyl Halides • The Nitro Group Conver to the Amino Function • Ugi Reaction • Vilsmeier-Haack Reaction
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