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[ CAS No. 3943-97-3 ] {[proInfo.proName]}

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Chemical Structure| 3943-97-3
Chemical Structure| 3943-97-3
Structure of 3943-97-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 3943-97-3 ]

CAS No. :3943-97-3 MDL No. :MFCD00157167
Formula : C10H10O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 178.18 Pubchem ID :-
Synonyms :
Methyl 4-hydroxycinnamate

Calculated chemistry of [ 3943-97-3 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.1
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 49.46
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) : -5.78 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.0
Log Po/w (XLOGP3) : 2.26
Log Po/w (WLOGP) : 1.47
Log Po/w (MLOGP) : 1.59
Log Po/w (SILICOS-IT) : 1.73
Consensus Log Po/w : 1.81

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.51
Solubility : 0.548 mg/ml ; 0.00308 mol/l
Class : Soluble
Log S (Ali) : -2.87
Solubility : 0.238 mg/ml ; 0.00134 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.99
Solubility : 1.84 mg/ml ; 0.0103 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.84

Safety of [ 3943-97-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 3943-97-3 ]

* 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.

  • Upstream synthesis route of [ 3943-97-3 ]
  • Downstream synthetic route of [ 3943-97-3 ]

[ 3943-97-3 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 67-56-1 ]
  • [ 3943-97-3 ]
  • [ 529-59-9 ]
Reference: [1] Phytochemistry (Elsevier), 1986, vol. 25, # 11, p. 2687 - 2688
  • 2
  • [ 67-56-1 ]
  • [ 97549-57-0 ]
  • [ 501-94-0 ]
  • [ 3943-97-3 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1984, vol. 32, # 10, p. 3880 - 3885
  • 3
  • [ 3943-97-3 ]
  • [ 5597-50-2 ]
YieldReaction ConditionsOperation in experiment
99% With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 21 h; Methyl 3-(4-hydroxyphenyl)propanoate (0413) (0414) To a solution of (E)-methyl 3-(4-hydroxyphenyl)acrylate (1.0 g, 5.6 mmol) in EtOH (20 mL), Pd/C (0.1 g) was added. The reaction mixture was vigorously stirred under hydrogen atmosphere (1 bar) at room temperature for 21 h. The suspension was filtered through a Celite pad and evaporated to dryness under vacuum to afford 1.0 g (5.6 mmol, 99percent yield) of an oil identified as methyl 3-(4-hydroxyphenyl)propanoate. (0415) 1H NMR (400 MHz, CDCl3) δ 7.07 (ddd, J=8.8, 2.8, 2.0 Hz, 2H), 6.76 (ddd, J=8.8, 2.8, 2.0 Hz, 2H), 4.72 (br s, 1H), 3.67 (s, 3H), 2.88 (t, J=7.8 Hz, 2H), 2.60 (t, J=7.8 Hz, 2H).
Reference: [1] Journal of Natural Products, 1999, vol. 62, # 1, p. 102 - 106
[2] Patent: EP2745876, 2014, A1, . Location in patent: Page/Page column
[3] Patent: US2015/344408, 2015, A1, . Location in patent: Paragraph 0413-0415
[4] Journal of Agricultural and Food Chemistry, 2007, vol. 55, # 26, p. 10635 - 10640
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 30, p. 7785 - 7788[6] Angew. Chem., 2014, vol. 53, # 30, p. 7919 - 7922,4
[7] Phytochemistry (Elsevier), 1992, vol. 31, # 4, p. 1179 - 1184
[8] Journal of the American Chemical Society, 2006, vol. 128, # 10, p. 3324 - 3334
[9] Synthetic Communications, 2011, vol. 41, # 11, p. 1603 - 1608
  • 4
  • [ 3943-97-3 ]
  • [ 5597-50-2 ]
Reference: [1] Canadian Journal of Chemistry, 2012, vol. 90, # 9, p. 758 - 761
[2] Pharmazie, 2010, vol. 65, # 12, p. 913 - 918
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 14, p. 4608 - 4617
  • 5
  • [ 3943-97-3 ]
  • [ 24807-40-7 ]
Reference: [1] Tetrahedron, 1998, vol. 54, # 46, p. 13981 - 13996
  • 6
  • [ 3943-97-3 ]
  • [ 6272-45-3 ]
Reference: [1] Bulletin of the Polish Academy of Sciences, Chemistry, 1986, vol. 34, # 3-4, p. 115 - 122
  • 7
  • [ 3943-97-3 ]
  • [ 100-39-0 ]
  • [ 6272-45-3 ]
Reference: [1] Chemische Berichte, 1928, vol. 61, p. 2328
  • 8
  • [ 67-56-1 ]
  • [ 78164-38-2 ]
  • [ 3943-97-3 ]
  • [ 1882-72-0 ]
Reference: [1] Tetrahedron Letters, 1981, vol. 22, p. 2103 - 2106
  • 9
  • [ 3943-97-3 ]
  • [ 69033-81-4 ]
Reference: [1] European journal of medicinal chemistry, 2002, vol. 37, # 7, p. 607 - 616
[2] Journal of Medicinal Chemistry, 1988, vol. 31, # 1, p. 84 - 91
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