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[ CAS No. 40608-76-2 ] {[proInfo.proName]}

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Chemical Structure| 40608-76-2
Chemical Structure| 40608-76-2
Structure of 40608-76-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 40608-76-2 ]

CAS No. :40608-76-2 MDL No. :MFCD10566591
Formula : C15H14N2O Boiling Point : -
Linear Structure Formula :- InChI Key :ZCDXPXLZBRYOEV-UHFFFAOYSA-N
M.W : 238.28 Pubchem ID :22008503
Synonyms :

Calculated chemistry of [ 40608-76-2 ]

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 15
Fraction Csp3 : 0.13
Num. rotatable bonds : 3
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 72.04
TPSA : 37.91 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.18
Log Po/w (XLOGP3) : 3.42
Log Po/w (WLOGP) : 3.16
Log Po/w (MLOGP) : 2.45
Log Po/w (SILICOS-IT) : 3.91
Consensus Log Po/w : 3.03

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.89
Solubility : 0.0307 mg/ml ; 0.000129 mol/l
Class : Soluble
Log S (Ali) : -3.9
Solubility : 0.0303 mg/ml ; 0.000127 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.97
Solubility : 0.000257 mg/ml ; 0.00000108 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.92

Safety of [ 40608-76-2 ]

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

Application In Synthesis of [ 40608-76-2 ]

* 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 [ 40608-76-2 ]
  • Downstream synthetic route of [ 40608-76-2 ]

[ 40608-76-2 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 103-82-2 ]
  • [ 102-51-2 ]
  • [ 40608-76-2 ]
YieldReaction ConditionsOperation in experiment
67% With boric acid In 5,5-dimethyl-1,3-cyclohexadiene for 16 h; Reflux General procedure: To a stirred solution of benzene-1,2-diamine 1 (1.85 mmol)in xylenes (10 mL) were added carboxylic acid 2 (2.77 mmol)and boric acid (0.185 mmol). The resulting solution wasrefluxed for 16 h. After cooling to room temperature, the reactionwas concentrated under reduced pressure and diluted withEtOAc (50 mL). The organic phase was washed with saturatedNaHCO3 solution (2 50 mL), dried over anhydrous Na2SO4and then concentrated under reduced pressure. The residuewas purified by silica gel flash column chromatography (elutingwith 10–15percent Ethyl acetate in hexanes) to afford the title compounds3a–y and 5.6.2.21
2-Benzyl-5-methoxy-1H-benzo[d]imidazole (3u)
Yield 67percent; Off white solid; mp 109-111 °C; IR (KBr) 3009, 2847, 1510, 1466, 1410, 1248, 1175, 1029, 775 cm-1; 1H NMR (400 MHz, DMSO-d6) δ 12.04-12.14 (m, 1H), 7.18-7.44 (m, 6H), 6.91 - 7.07 (m, 1H), 6.70-6.79 (m, 1H), 4.12 (s, 2H), 3.75 (s, 3H); 13C NMR (100 MHz, DMSO-d6) δ 155.5, 137.9, 128.8, 128.5, 126.6, 118.7, 110.1, 101.3, 94.5, 55.4, 34.9; HRMS calcd for C15H14N2O m/z 238.1182, found 238.1180.
Reference: [1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 8, p. 1872 - 1878
[2] Zhurnal Obshchei Khimii, 1949, vol. 19, p. 1545,1550[3] J. Gen. Chem. USSR (Engl. Transl.), 1949, vol. 19, p. 1555
  • 2
  • [ 2019-10-5 ]
  • [ 40608-76-2 ]
Reference: [1] Patent: US6211177, 2001, B1,
  • 3
  • [ 122-78-1 ]
  • [ 102-51-2 ]
  • [ 40608-76-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2620 - 2623
  • 4
  • [ 1272902-62-1 ]
  • [ 40608-76-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2620 - 2623
  • 5
  • [ 16133-49-6 ]
  • [ 40608-76-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2620 - 2623
  • 6
  • [ 14661-56-4 ]
  • [ 40608-76-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2620 - 2623
  • 7
  • [ 103-80-0 ]
  • [ 40608-76-2 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2620 - 2623
  • 8
  • [ 96-96-8 ]
  • [ 40608-76-2 ]
Reference: [1] Zhurnal Obshchei Khimii, 1949, vol. 19, p. 1545,1550[2] J. Gen. Chem. USSR (Engl. Transl.), 1949, vol. 19, p. 1555
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