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[ CAS No. 586-30-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 586-30-1
Chemical Structure| 586-30-1
Chemical Structure| 586-30-1
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Product Details of [ 586-30-1 ]

CAS No. :586-30-1 MDL No. :MFCD00002511
Formula : C8H8O3 Boiling Point : -
Linear Structure Formula :- InChI Key :ZQLCWPXBHUALQC-UHFFFAOYSA-N
M.W : 152.15 Pubchem ID :68512
Synonyms :

Calculated chemistry of [ 586-30-1 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.39
TPSA : 57.53 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) : -6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.03
Log Po/w (XLOGP3) : 1.53
Log Po/w (WLOGP) : 1.4
Log Po/w (MLOGP) : 1.32
Log Po/w (SILICOS-IT) : 1.19
Consensus Log Po/w : 1.29

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.08
Solubility : 1.25 mg/ml ; 0.00823 mol/l
Class : Soluble
Log S (Ali) : -2.35
Solubility : 0.684 mg/ml ; 0.0045 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.57
Solubility : 4.13 mg/ml ; 0.0272 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.06

Safety of [ 586-30-1 ]

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

Application In Synthesis of [ 586-30-1 ]

* 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 [ 586-30-1 ]
  • Downstream synthetic route of [ 586-30-1 ]

[ 586-30-1 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 586-30-1 ]
  • [ 57295-30-4 ]
Reference: [1] Synthetic Communications, 2005, vol. 35, # 22, p. 2869 - 2874
[2] Patent: US2011/136801, 2011, A1,
  • 2
  • [ 586-30-1 ]
  • [ 77-78-1 ]
  • [ 7151-68-0 ]
Reference: [1] Collection of Czechoslovak Chemical Communications, 1977, vol. 42, # 7, p. 2240 - 2245
[2] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 22, p. 3758 - 3764
  • 3
  • [ 586-30-1 ]
  • [ 77-78-1 ]
  • [ 3556-83-0 ]
YieldReaction ConditionsOperation in experiment
66% With sodium hydroxide In water at 20 - 55℃; for 8 h; 3-Methoxy-4-methylbenzoic acid methyl ester: 3-Hydroxy-4-methylbenzoic acid (15.2 g, 100 mmol) was suspended in water (30 mL) and the pH was adjusted to 11.5 with a 50percent aqueous sodium hydroxide solution. At about 20° C., dimethyl sulfate (15.8 mL, 167 mmol) was added to the suspension over a period of 4 hours, while maintaining pH in the range between 11.2 and 11.8. The mixture was then heated to 55° C. and dimethyl sulfate (6 mL, 63 mmol) was added over a period of 4 hours, while maintaining pH in the range between 8.2 and 9.0. The organic phase was extracted and purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=10/1, v/v, elution) to afford the title product (11.8 g, 66percent). 1H NMR (300 MHz, CDCl3) δ 7.55 (d, 2H, J=7.5 Hz), 7.48 (s, 1H), 7.18 (d, 1H, J=7.5 Hz), 3.91 (s, 3H), 3.89 (s, 3H), 2.26 (s, 3H); LC-MS: m/z=181 (MH)+.
Reference: [1] Patent: US2009/191183, 2009, A1, . Location in patent: Page/Page column 51
[2] Canadian Journal of Chemistry, 1981, vol. 59, p. 2314 - 2327
  • 4
  • [ 586-30-1 ]
  • [ 74-88-4 ]
  • [ 3556-83-0 ]
Reference: [1] Journal of Medicinal Chemistry, 1983, vol. 26, # 9, p. 1282 - 1293
[2] Chemische Berichte, 1878, vol. 11, p. 1587
  • 5
  • [ 586-30-1 ]
  • [ 584-08-7 ]
  • [ 3556-83-0 ]
Reference: [1] Patent: US4532343, 1985, A,
  • 6
  • [ 586-30-1 ]
  • [ 584-08-7 ]
  • [ 121-44-8 ]
  • [ 3556-83-0 ]
Reference: [1] Patent: US6127356, 2000, A,
  • 7
  • [ 67-56-1 ]
  • [ 586-30-1 ]
  • [ 77-78-1 ]
  • [ 3556-83-0 ]
Reference: [1] Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, p. 1847 - 1857[2] Zhurnal Organicheskoi Khimii, 1965, vol. 1, # 10, p. 1815 - 1827
  • 8
  • [ 586-30-1 ]
  • [ 24973-22-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 22, p. 3758 - 3764
  • 9
  • [ 586-30-1 ]
  • [ 81245-24-1 ]
Reference: [1] Patent: WO2010/130842, 2010, A1,
  • 10
  • [ 586-30-1 ]
  • [ 4670-56-8 ]
YieldReaction ConditionsOperation in experiment
61% With thionyl chloride In methanol for 18 h; Reflux Step 1 : To a solution of 3-hydroxy-4-methylbenzoic acid (4.56 g; 30 mmol) in methanol (60 ml_) was added thionyl chloride (40 drops) dropwise. The reaction mixture was then heated to reflux for 18 hours And the volatiles were removed under reduced pressure. The crude material was purified by flash chromatography on silica gel using a gradient of ethyl acetate (2 to 40percent) in heptane to furnish 3.04 g of the methyl 2-hydroxy-4- methylbenzoate (61 percent) as a colorless oil. ESI/APCI(+): 167 (M-H).
Reference: [1] Patent: WO2010/130842, 2010, A1, . Location in patent: Page/Page column 132-133
  • 11
  • [ 586-30-1 ]
  • [ 64829-31-8 ]
Reference: [1] Collection of Czechoslovak Chemical Communications, 1977, vol. 42, # 7, p. 2240 - 2245
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