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[ CAS No. 4247-02-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 4247-02-3
Chemical Structure| 4247-02-3
Chemical Structure| 4247-02-3
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Product Details of [ 4247-02-3 ]

CAS No. :4247-02-3 MDL No. :MFCD00020167
Formula : C11H14O3 Boiling Point : -
Linear Structure Formula :- InChI Key :XPJVKCRENWUEJH-UHFFFAOYSA-N
M.W : 194.23 Pubchem ID :20240
Synonyms :
Isobutyl 4-hydroxybenzoate
Chemical Name :Isobutyl 4-hydroxybenzoate

Calculated chemistry of [ 4247-02-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.36
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 54.17
TPSA : 46.53 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) : -5.05 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.28
Log Po/w (XLOGP3) : 3.43
Log Po/w (WLOGP) : 2.21
Log Po/w (MLOGP) : 2.23
Log Po/w (SILICOS-IT) : 2.11
Consensus Log Po/w : 2.45

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.26
Solubility : 0.107 mg/ml ; 0.000552 mol/l
Class : Soluble
Log S (Ali) : -4.09
Solubility : 0.0159 mg/ml ; 0.0000817 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -2.74
Solubility : 0.351 mg/ml ; 0.00181 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.5

Safety of [ 4247-02-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P272-P280-P302+P352+P333+P313+P363-P305+P351+P338+P337+P313-P501 UN#:N/A
Hazard Statements:H315-H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 4247-02-3 ]

* 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 [ 4247-02-3 ]

[ 4247-02-3 ] Synthesis Path-Downstream   1~34

  • 1
  • [ 4247-02-3 ]
  • [ 869-24-9 ]
  • 4-(2-diethylamino-ethoxy)-benzoic acid isobutyl ester [ No CAS ]
  • 2
  • [ 4247-02-3 ]
  • [ 572-09-8 ]
  • [ 121970-18-1 ]
  • 4
  • [ 123-75-1 ]
  • [ 50-00-0 ]
  • [ 4247-02-3 ]
  • 4-Hydroxy-3,5-bis-pyrrolidin-1-ylmethyl-benzoic acid isobutyl ester; hydrochloride [ No CAS ]
  • 5
  • [ 111-24-0 ]
  • [ 4247-02-3 ]
  • [ 147539-06-8 ]
  • 8
  • [ 4247-02-3 ]
  • [ 106-93-4 ]
  • [ 147539-07-9 ]
  • 9
  • [ 4247-02-3 ]
  • [ 109-64-8 ]
  • [ 160834-75-3 ]
  • 10
  • [ 4247-02-3 ]
  • [ 106-89-8 ]
  • [ 147539-05-7 ]
  • 12
  • [ 4247-02-3 ]
  • (R)-2-<3-<(4-isobutoxycarbonyl)phenoxy>-2-hydroxypropylthio>-4,5-diphenylimidazole [ No CAS ]
  • 13
  • [ 4247-02-3 ]
  • (S)-2-<3-<(4-isobutoxycarbonyl)phenoxy>-2-hydroxypropylthio>-4,5-diphenylimidazole [ No CAS ]
  • 14
  • [ 4247-02-3 ]
  • [ 1025828-97-0 ]
  • 15
  • [ 4247-02-3 ]
  • [ 147539-04-6 ]
  • 16
  • [ 4247-02-3 ]
  • 4-[3-(1,3-Dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylsulfanyl)-2-hydroxy-propoxy]-benzoic acid isobutyl ester [ No CAS ]
  • 17
  • [ 4247-02-3 ]
  • 4-[2-Hydroxy-3-(1,3,9-trimethyl-2,6-dioxo-2,3,6,9-tetrahydro-1H-purin-8-ylsulfanyl)-propoxy]-benzoic acid isobutyl ester [ No CAS ]
  • 18
  • [ 4247-02-3 ]
  • 4-[2-Hydroxy-3-(7-methoxymethyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylsulfanyl)-propoxy]-benzoic acid isobutyl ester [ No CAS ]
  • 19
  • [ 4247-02-3 ]
  • 8-<<3-(p-isobutoxycarbonyl)phenoxyethyl>thio> adenosine [ No CAS ]
  • 20
  • [ 4247-02-3 ]
  • 8-[3-[(p-isobutyloxycarbonyl)-phenoxy]-propylthio]-adenosine [ No CAS ]
  • 21
  • [ 4247-02-3 ]
  • 8-[5-[(p-isobutyloxycarbonyl)-phenoxy]-pentylthio]-adenosine [ No CAS ]
  • 22
  • [ 4247-02-3 ]
  • [ 147538-91-8 ]
  • 23
  • [ 4247-02-3 ]
  • 8-<<3-(p-isobutoxycarbonyl)phenoxy-2-hydroxypropyl>sulfinyl> adenosine [ No CAS ]
  • 24
  • [ 4247-02-3 ]
  • 4-{3-[6-Amino-9-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-8-ylsulfanyl]-2-hydroxy-propoxy}-benzoic acid isobutyl ester [ No CAS ]
  • 25
  • [ 4247-02-3 ]
  • 8-<<3-(p-isobutoxycarbonyl)phenoxy-2-oximino-propyl>thio> adenosine [ No CAS ]
  • 26
  • [ 4247-02-3 ]
  • 4-{3-[6-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-2-[(E)-methoxyimino]-propoxy}-benzoic acid isobutyl ester [ No CAS ]
  • 27
  • [ 4247-02-3 ]
  • 8-<<3-(p-isobutoxycarbonyl)phenoxy-2-hydroxypropyl>sulfonyl> adenosine [ No CAS ]
  • 28
  • [ 4247-02-3 ]
  • 8-<3-<(p-isobutoxycarbonyl)phenoxy>-2-hydrazonecarboxamidepropyltio>adenosine [ No CAS ]
  • 29
  • [ 4247-02-3 ]
  • [ 160961-52-4 ]
  • 30
  • [ 4247-02-3 ]
  • [ 104343-46-6 ]
  • 31
  • [ 4247-02-3 ]
  • 8-<<2-(S)-hydroxy-3-(p-isobutoxycarbonyl)phenoxypropyl>thio> adenosine [ No CAS ]
  • 32
  • [ 60-29-7 ]
  • [ 4247-02-3 ]
  • [ 106-89-8 ]
  • [ 147539-05-7 ]
YieldReaction ConditionsOperation in experiment
In water; butanone; (C) 1-[4-(2-methylpropoxycarbonyl)phenoxy]-2,3-epoxy-propane Finely powdered potassium carbonate previously dried at 120 C. for two days (116.25 g, 0.84 mole) and epichlorohydrin (85.8 g, 0.93 mole) are added to a solution of 4-hydroxybenzoic acid 2-methylpropyl ester (90 g, 0.463 mole) in methyl ethyl ketone (750 ml) and the reaction mixture is heated at reflux tmperature for about 10 hours. An equal volume of ethyl ether and 200 ml of water are then added and the two phases are separated. The organic phase id dried and evaporated to give a thick oil which is purified by under vacuum distillation (1 mmHg) at 155 C., giving 87 g of the compound of the title.
  • 33
  • [ 120-47-8 ]
  • [ 94-13-3 ]
  • [ 94-26-8 ]
  • [ 94-18-8 ]
  • [ 4191-73-5 ]
  • [ 4247-02-3 ]
  • [ 108-24-7 ]
  • [ 99-76-3 ]
  • [ 27739-15-7 ]
  • [ 27801-52-1 ]
  • [ 27739-14-6 ]
  • [ 24262-66-6 ]
  • [ 13031-45-3 ]
  • [ 54835-09-5 ]
  • [ 27739-13-5 ]
  • 34
  • [ 52577-09-0 ]
  • [ 4247-02-3 ]
  • isobutyl 4-(5-formyl-2-methoxybenzyloxy)benzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile;Reflux; General procedure: A mixture of 3-chloromethyl-4-methoxybenzaldehyde (2a) (1.85 g, 0.01 mol), the corresponding phenol or thiol (0.011 mol), and potassium carbonate (2.00 g, 0.0145 mol) in a mixture of acetonitrile-DMF (20 mL, from 9 : 1 to 8 : 2, v/v) was refluxed for 5-7 h withstirring (TLC monitoring). After evaporation of the solvents, the residue was treated with water, a precipitate formed was filtered off, washed with 40% aqueous ethanol, and dried in air. Yields and physicochemical characteristics of aldehydes 5a-m and 6a-g are given in Table 2. Isobutyl 4-(-5-formyl-2-methoxybenzyloxy)benzoate (5d). MS(EI, 70 eV), m/z (Irel (%)): 342 [M]+ (2), 149 [3CHO6MeOBn]+(100). 13C NMR (DMSOd6), : 18.92 (C(17), C(17)), 27.41(C(16)), 56.22 (C(8)), 64.48 (C(9)), 70.06 (C(15)), 111.37(C(5)Ar), 114.72 (C(11), C(11)), 122.38 (C(13)), 125.14 (C(3)Ar),129.30 (C(1)Ar), 129.50 (C(2)Ar), 131.21 (C(12), C(12)), 132.65(C(6)Ar), 161.73 (C(4)A
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Technical Information

• Acidity of Phenols • Acyl Group Substitution • Alcohols Convert Acyl Chlorides into Esters • Alcoholysis of Anhydrides • Alkyl Halide Occurrence • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conjugate Additions of p-Benzoquinones • Conversion of Amino with Nitro • Convert Esters into Aldehydes Using a Milder Reducing Agent • Decarboxylation of 3-Ketoacids Yields Ketones • Decomposition of Arenediazonium Salts to Give Phenols • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Diazo Coupling • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Electrophilic Substitution of the Phenol Aromatic Ring • Ester Cleavage • Ester Hydrolysis • Etherification Reaction of Phenolic Hydroxyl Group • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Halogenation of Phenols • Hantzsch Pyridine Synthesis • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Kolbe-Schmitt Reaction • Nitration of Benzene • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Phenols • Pechmann Coumarin Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Removal of a Diazonium Group • Reimer-Tiemann Reaction • Reverse Sulfonation——Hydrolysis • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Sulfonation of Benzene • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • Transesterification • Vilsmeier-Haack Reaction
Historical Records
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