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[ CAS No. 1001346-91-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1001346-91-3
Chemical Structure| 1001346-91-3
Chemical Structure| 1001346-91-3
Structure of 1001346-91-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1001346-91-3 ]

CAS No. :1001346-91-3 MDL No. :MFCD11849929
Formula : C8H8FNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :AOFWIQANMFITAG-UHFFFAOYSA-N
M.W : 185.15 Pubchem ID :52982963
Synonyms :

Calculated chemistry of [ 1001346-91-3 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 44.26
TPSA : 72.55 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.12
Log Po/w (XLOGP3) : 0.84
Log Po/w (WLOGP) : 1.54
Log Po/w (MLOGP) : 0.06
Log Po/w (SILICOS-IT) : 0.94
Consensus Log Po/w : 0.9

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.73
Solubility : 3.47 mg/ml ; 0.0188 mol/l
Class : Very soluble
Log S (Ali) : -1.95
Solubility : 2.09 mg/ml ; 0.0113 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.82
Solubility : 2.8 mg/ml ; 0.0151 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.6

Safety of [ 1001346-91-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1001346-91-3 ]

* 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 [ 1001346-91-3 ]
  • Downstream synthetic route of [ 1001346-91-3 ]

[ 1001346-91-3 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 1001345-80-7 ]
  • [ 1001346-91-3 ]
YieldReaction ConditionsOperation in experiment
98% With hydrogen; acetic acid In methanol at 20℃; 4-Amino-2-fluoro-5-methoxybenzoic acid: A solution of 2-fluoro-5-methoxy- 4-nitrobenzoic acid (10 g, 46 mmol), HOAc (50 mL) and MeOH (50 mL) was hydrogenated using a hydrogen balloon overnight. The solution was then filtered through celite and concentrated to a residue, which was triturated with ether and ethyl acetate. The solid was filtered and dried to give the product as light yellow powder (8.3 g, 98percent). 1H NMR (400 MHz, DMSO-J6) δ ppm 3.76 (s, 3 H) 5.88 (br s, 2 H) 6.36 (d, J= 16 Hz, 1 H) 7.13 (d, J= 8 Hz, 1 H) 12.32 (br s, 1 H). [M+H] calc'd for C8H8FNO3, 186; found 186.
46% With hydrogen In ethanol at 18 - 25℃; for 4 h; 2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 12; 7.76 g, 36.1 mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770 mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent)1H NMR (400.132 MHz, DMSO-d6) δ 3.78 (s, 3H), 5.84 (bs, 2H), 6.37 (d, 1H), 7.14 (d, 1H), 12.25 (bs, 1H).
46% With hydrogen In ethanol at 18 - 25℃; for 4 h; 2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 28; 7.76g, 36.1mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent) 1H NMR (400.132 MHz, DMSO-d6) δ 3.78 (s, 3H), 5.84 (bs, 2H), 6.37 (d, IH), 7.14 (d, IH), 12.25 (bs, IH).
46% With hydrogen In ethanol at 18 - 25℃; for 4 h; 2-fluoro-5-methoxy-4-nitrobenzoic acid (Intermediate 28; 7.76g, 36.1mmol) was stirred and dissolved in ethanol (200 mL) over 5percent Pd/C (770mg) and hydrogenated at ambient temperature for 4 hours. During this time product precipitated in the reaction. DMF (20 mL) was added to give a solution. The catalyst was filtered off and washed with EtOH and the solvent evaporated. The residue was triturated with diethyl ether to yield the title compound as a dark brown solid (3.06 g, 46percent) 1H NMR (400.132 MHz, DMSO-d6) δ 3.78 (s, 3H), 5.84 (bs, 2H), 6.37 (d, IH), 7.14 (d, IH), 12.25 (bs, IH).

Reference: [1] Patent: WO2009/42711, 2009, A1, . Location in patent: Page/Page column 266
[2] Patent: US2008/9482, 2008, A1, . Location in patent: Page/Page column 134
[3] Patent: WO2008/40951, 2008, A1, . Location in patent: Page/Page column 150
[4] Patent: WO2008/40951, 2008, A1, . Location in patent: Page/Page column 150
[5] Patent: WO2009/42711, 2009, A1, . Location in patent: Page/Page column 387-388
[6] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 12, p. 3662 - 3666
  • 2
  • [ 116465-48-6 ]
  • [ 1001346-91-3 ]
Reference: [1] Patent: WO2008/40951, 2008, A1,
  • 3
  • [ 924868-81-5 ]
  • [ 1001346-91-3 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 12, p. 3662 - 3666
  • 4
  • [ 1001346-91-3 ]
  • [ 1351761-44-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 22, p. 9416 - 9433
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