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[ CAS No. 113713-60-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 113713-60-3
Chemical Structure| 113713-60-3
Chemical Structure| 113713-60-3
Structure of 113713-60-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 113713-60-3 ]

CAS No. :113713-60-3 MDL No. :MFCD06658230
Formula : C7H7N3OS Boiling Point : -
Linear Structure Formula :- InChI Key :PNYFSMIUARCIRR-UHFFFAOYSA-N
M.W : 181.22 Pubchem ID :11126879
Synonyms :

Calculated chemistry of [ 113713-60-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.14
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 47.63
TPSA : 89.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
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) : 1.59
Log Po/w (XLOGP3) : 1.54
Log Po/w (WLOGP) : 1.26
Log Po/w (MLOGP) : 0.6
Log Po/w (SILICOS-IT) : 1.78
Consensus Log Po/w : 1.35

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.42
Solubility : 0.685 mg/ml ; 0.00378 mol/l
Class : Soluble
Log S (Ali) : -3.03
Solubility : 0.169 mg/ml ; 0.000931 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.78
Solubility : 0.304 mg/ml ; 0.00167 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.81

Safety of [ 113713-60-3 ]

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 [ 113713-60-3 ]

* 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 [ 113713-60-3 ]
  • Downstream synthetic route of [ 113713-60-3 ]

[ 113713-60-3 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 75-15-0 ]
  • [ 28020-38-4 ]
  • [ 113713-60-3 ]
YieldReaction ConditionsOperation in experiment
0.187 g
Stage #1: With sodium hydroxide In ethanolReflux
Stage #2: With hydrogenchloride In ethanol
Compound 9c was obtained as described17 using 2,6-dichloropyridine as the starting material in five steps, including methoxylation, nitration, amination, reduction, and cyclization. The overall yield of this sequence was up to 45.7percent. The structure of the product was identified by 1H NMR, MS, and IR. A solution of 0.5 g (3 mmol) 6-methoxy-3-nitropyridine-2-amine 100 ml CH3OH, 2 ml H2O, and 0.1 g Pd/C (10percent) are allowed to shake with H2 (3 bar) in a hydrogenation apparatus until constant pressure. After filtration, the product solution is heated with 1 ml CS2 and 0.225 g KOH until reflux. When the reaction is completed (TLC control) the solvent is evaporated under reduced pressure. The resulted solid is recrystallized from ethanol. Yield: 0.187 g (1.1 mmol), 35percent, mp: 223-225 °C. IR: inlMMLBox (cm-1) = 3262; 3051; 1624. 1H NMR: (200 MHz, DMSO-d6) δ (ppm) = 12.99 (s, 1H, NH); 12.54 (s, 1H, NH); 7.43-7.47 (d, 1H, J = 8.5 Hz, H arom.); 6.55-6.60 (d, 1H, J = 8.5 Hz, H arom.); 3.83 (s, 3H, CH3). 13C NMR: (50 MHz, DMSO-d6) δ (ppm) = 167.60; 160.12; 143.62; 120.17; 119.65; 103.90; 53.49
16.9 g With potassium hydroxide In ethanol; water for 12 h; Reflux To a solution of compound 2 (20.56 g, 148 mmol) in a mixture of EtOH (200 mL) and water (40 mL) was added KOH (9.75 g, 148 mmol) and CS2 (22.5 g, 296 mmol). The reaction mixture was stirred at reflux for 12 h. The solvents were evaporated, and the residue was purified by column chromatography on silica gel with eluent (2:98 to 10:90 MeOH/CH2Cl2), affording a gray solid product 3 (16.9 g, 63percent). Rf = 0.50 (1:19 MeOH/CH2Cl2), mp 246–248 °C. 1H NMR (DMSO-d6): δ 3.83 (s, 3H, OCH3), 6.56 (d, J = 8.5 Hz, 1H, Ar-H), 7.44 (d, J = 8.5 Hz, 1H, Ar-H), 12.73 (s, 2H, NH). MS (ESI): 182 ([M+H]+, 100percent); MS (ESI): 180 ([M−H], 23percent).
Reference: [1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 12, p. 3669 - 3677
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 23, p. 10080 - 10100
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 5, p. 1371 - 1375
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304
  • 2
  • [ 73896-36-3 ]
  • [ 113713-60-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 23, p. 10080 - 10100
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 5, p. 1371 - 1375
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6289 - 6304
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