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[ CAS No. 104-01-8 ] {[proInfo.proName]}

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Chemical Structure| 104-01-8
Chemical Structure| 104-01-8
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Product Details of [ 104-01-8 ]

CAS No. :104-01-8 MDL No. :
Formula : C9H10O3 Boiling Point : -
Linear Structure Formula :- InChI Key :NRPFNQUDKRYCNX-UHFFFAOYSA-N
M.W : 166.17 Pubchem ID :7690
Synonyms :
4-Methoxyphenylacetic acid
Chemical Name :4-Methoxyphenylacetic acid

Calculated chemistry of [ 104-01-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 44.48
TPSA : 46.53 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.51
Log Po/w (XLOGP3) : 1.42
Log Po/w (WLOGP) : 1.32
Log Po/w (MLOGP) : 1.37
Log Po/w (SILICOS-IT) : 1.55
Consensus Log Po/w : 1.43

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.94
Solubility : 1.92 mg/ml ; 0.0116 mol/l
Class : Very soluble
Log S (Ali) : -2.0
Solubility : 1.65 mg/ml ; 0.00996 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.29
Solubility : 0.842 mg/ml ; 0.00507 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.15

Safety of [ 104-01-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P270-P280-P301+P312-P305+P351+P338-P330-P337+P313-P403-P501 UN#:N/A
Hazard Statements:H302-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 104-01-8 ]

* 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.

  • Upstream synthesis route of [ 104-01-8 ]
  • Downstream synthetic route of [ 104-01-8 ]

[ 104-01-8 ] Synthesis Path-Upstream   1~20

  • 1
  • [ 104-01-8 ]
  • [ 10338-51-9 ]
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  • 6
  • [ 104-01-8 ]
  • [ 4693-91-8 ]
YieldReaction ConditionsOperation in experiment
100% With thionyl chloride In benzene for 1 h; Heating / reflux 16.62g (0.1 mol) of 4-methoxyphenylacetic acid was dissolved in 10ml of benzene before 29ml (0. 2 mol) of thionylchloride was added thereto. Then, the solution was heated and refluxed, and was stirred for one hour. Thionylchloride remaining in the reaction solution and the solvent was condensed to be removed to obtain 4-methoxy-phenyl-acetyl chloride (compound I), a liquid phase product, at a quantitative yield. The product was used without purification.
100% for 2 h; Reflux General procedure: A mixture of various carboxylic acids (1.0mmol), an excess of thionyl chrolide (5mL) was refluxed for 2h and concentrated in vacuo to give corresponding acyl chloride (quant).
88% With thionyl chloride In <i>N</i>-methyl-acetamide; water (i)
4-Methoxyphenylacetyl chloride
Thionyl chloride (200 ml) was added to 4-methoxyphenylacetic acid (78 g, 0.47 mole) followed by one drop of dimethylformamide.
The reaction was heated at 65° C. for 4 hours and the solvent was removed under vacuum.
The residue was distilled in vacuo (water aspirator) at 135° C. to give the product as a red oil (75.9 g, 88percent).
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  • 12
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YieldReaction ConditionsOperation in experiment
70%
Stage #1: With thionyl chloride In dichloromethane at 0 - 20℃;
Stage #2: With ammonia In dichloromethane; water
Example 6N-(4-(4-Fluoro-2-methoxyphenyl)pyridin-2-yl)-2-(4-methoxyphenyl)-acetamidePreparation of the starting material 2-(4-Methoxyphenyl)acetamide. A solution of 2-(4-methoxyphenyl)acetic acid (500 mg, 3.00 mmol) in DCM (30 ml) was added thionyl chloride (0.4 ml, 4.5 mmol) at 0° C. The reaction mixture was allowed to warm up to room temperature and continued to stirred overnight. Then aqueous ammonia (2 ml) was added to the reaction mixture. The white solid forming was filtered and dried under vacuum to obtained 350 mg (70percent) of 2-(4-methoxyphenyl)acetamide as a white solid.
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