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[ CAS No. 110651-92-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 110651-92-8
Chemical Structure| 110651-92-8
Chemical Structure| 110651-92-8
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Product Details of [ 110651-92-8 ]

CAS No. :110651-92-8 MDL No. :MFCD26383548
Formula : C7H3ClN2O2S Boiling Point : -
Linear Structure Formula :- InChI Key :RKZKGVJIROTNKJ-UHFFFAOYSA-N
M.W : 214.63 Pubchem ID :14207950
Synonyms :

Calculated chemistry of [ 110651-92-8 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 53.45
TPSA : 86.95 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.89 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.42
Log Po/w (XLOGP3) : 2.42
Log Po/w (WLOGP) : 2.86
Log Po/w (MLOGP) : 1.73
Log Po/w (SILICOS-IT) : 1.59
Consensus Log Po/w : 2.0

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.14
Solubility : 0.155 mg/ml ; 0.000722 mol/l
Class : Soluble
Log S (Ali) : -3.89
Solubility : 0.0278 mg/ml ; 0.000129 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.97
Solubility : 0.228 mg/ml ; 0.00106 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.49

Safety of [ 110651-92-8 ]

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 [ 110651-92-8 ]

* 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 [ 110651-92-8 ]
  • Downstream synthetic route of [ 110651-92-8 ]

[ 110651-92-8 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 104515-05-1 ]
  • [ 110651-92-8 ]
YieldReaction ConditionsOperation in experiment
93%
Stage #1: for 1 h; Heating / reflux
Stage #2: With sodium hydrogencarbonate In dichloromethane; water
A2.2: 6-Nitro-7-chlorothieno[3,2-b]pyridine; A2.1 (9.5 g, 48.5 mmol) was suspended in phosphorus oxychloride (100 ml) and refluxed for 1 h (dissolution was apparent after 45 min). The solvent was removed under reduced pressure. Toluene (50 mL) was added to the residue and the volitiles were removed under reduced pressure. This procedure was repeated a second time to provide a dark colored semi-solid. Dichloromethane (400 mL) and saturated aqueous socium bicarbonate (400 mL) was added (Caution: gas evolution), and the layeres separated. The aqueous layer was washed with additional dichloromethane (100 mL). The combined organic layer was washed with water (200 mL) and dried over anhydrous sodium sulfate, decolorized by the addition of activated charcoal, and filtered through celite. The organic layer was concentrated to afford 9.7 g (93percent) of A2.2. M.S. 214 (M+H)+ 100percent, 216, (M+H)+ 35percent.
82% at 110℃; for 3 h; POCl3 (20.0 mL) was added to 6-nitrothieno[3,2-b]pyridin-7-ol (1.56 g, 7.95 mmol). The mixture was stirred at 110° C. for 3 h. The reaction mixture was then concentrated under reduced pressure. The resulting residue was dissolved in DCM (150 mL), and a saturated aq. NaHCO3 (150 mL) was added slowly. The organic layer was washed with water (100 mL) and brine (100 mL), then dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (0 to 30percent EtOAc in hexanes) to afford the sub-title compound as a pale yellow solid (1.39 g, 82percent). LCMS calc. for C2H4ClN2O2S (M+H)+: m/z=215.0. found 215.0.
75% for 1 h; Reflux 6-Nitrothieno[3,2-b]pyridin-7-ol (3.3 g, 17 mmol) was suspended in phosphoryl chloride (30 mL, 400 mmol) and heated at reflux for 1 h (dissolution was apparent after 45 min) The solvent was removed. Toluene was added to the residue and the volatiles were removed in vacuo. Dichloromethane and sat. NaHCO3 solution were added (Caution: gas evolution), and the layers separated. The organic layer was washed with water, dried over MgSO4 and concentrated to give the desired product (2.7 g, 75percent). LCMS calculated for C7H4ClN2O2S (M+H)+: m/z=215.0. Found: 214.9.
Reference: [1] Patent: US2006/178393, 2006, A1, . Location in patent: Page/Page column 28-29
[2] Patent: US2014/200227, 2014, A1, . Location in patent: Paragraph 0557; 0558
[3] Patent: US2014/121198, 2014, A1, . Location in patent: Paragraph 0546; 0549; 0550
  • 2
  • [ 69627-02-7 ]
  • [ 110651-92-8 ]
Reference: [1] Patent: US2014/121198, 2014, A1,
[2] Patent: US2014/200227, 2014, A1,
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