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[ CAS No. 51660-11-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 51660-11-8
Chemical Structure| 51660-11-8
Chemical Structure| 51660-11-8
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Product Details of [ 51660-11-8 ]

CAS No. :51660-11-8 MDL No. :MFCD01568403
Formula : C9H11ClN2S Boiling Point : -
Linear Structure Formula :- InChI Key :XDQBZDZLOKZGBN-UHFFFAOYSA-N
M.W : 214.72 Pubchem ID :4264640
Synonyms :

Calculated chemistry of [ 51660-11-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.56
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 56.19
TPSA : 51.08 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.65
Log Po/w (XLOGP3) : 3.24
Log Po/w (WLOGP) : 2.73
Log Po/w (MLOGP) : 2.11
Log Po/w (SILICOS-IT) : 3.45
Consensus Log Po/w : 2.84

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.49
Solubility : 0.0698 mg/ml ; 0.000325 mol/l
Class : Soluble
Log S (Ali) : -3.99
Solubility : 0.0222 mg/ml ; 0.000103 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.88
Solubility : 0.0282 mg/ml ; 0.000131 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.32

Safety of [ 51660-11-8 ]

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 [ 51660-11-8 ]

* 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 [ 51660-11-8 ]
  • Downstream synthetic route of [ 51660-11-8 ]

[ 51660-11-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 34170-21-3 ]
  • [ 51660-11-8 ]
YieldReaction ConditionsOperation in experiment
43% at 110℃; To a mixture of ethyl 2-cyclohexanonecarboxylate (3.00 g, 17.6 mmol) and 2-methyl-2- thiopseudourea sulfate (3.68 g, 13.2 mmol) was added a solution of potassium carbonate (7.31 g, 52.9 mmol) in water (60 mL). The reaction solution was stirred at room temperature for 16 h, at which time it was observed to be a suspension. The white solid was collected by vacuum filtration, washed with water, and dried in vacuo. A mixture of the solid in phosphorus oxychloride (20 mL) was heated at [110°C] in a sealed tube, at which time it was observed to be a solution. The solution was cooled to room temperature and was then poured over cracked ice and water (300 [ML).] The mixture was vigorously stirred at 0°C for 1 h, and the resulting precipitate was collected by vacuum filtration, washed with water, and dried in vacuo to afford 1.61 g of 2-thiomethyl-4-chloro-5, 6,7, 8-tetrahydroquinazoline (43percent) as an off-white solid. To a solution [OF 2-THIOMETHYL-4-CHLORO-5,] 6,7, 8-tetrahydroquinazoline (0.5121 g, 2.39 mmol) in a 10: [1] mixture of MeOH-HOAc (30 mL) was added activated zinc dust (500 mg, 7.65 mmol). The mixture was heated at [70°C] for 1 h, and was then cooled to room temperature and filtered. The resulting solution was concentrated in vacuo, and azeotropically dried with toluene (50 mL). The residue was partitioned between EtOAc (150 mL) and 1 N aq. [HC1] (50 mL), and the organic phase was then washed with saturated aq. [NAHCO3] and brine. The organic phase was then dried over anhydrous [MGSO4] and concentrated in vacuo to provide 0.1461 g of 2- thiomethyl-5,6, 7,8-tetrahydroquinazoline (34percent) as a purple oil. To a solution of 2-thiomethyl-5, 6,7, 8-tetrahydroquinazoline (0.1461 g, 0.81 mmol) in [CH2CL2] (5 mL) was added m-chloroperbenzoic acid (0.462 g, 2.68 [MMOL).] The solution was stirred at room temperature for 3 h at which time it was observed to be a suspension. The solvent was then removed in vacuo, and [MEOH] (5 [ML)] was added followed by hydrazine monohydrate (1 mL, 20.6 mmol). The solution was then heated at [50°C] and stirred for 16 h. The solution was cooled to room temperature and purified by reverse phase HPLC to give 0.1126 g of the title compound [(85percent)] as a colorless oil. MH+ 165.
Reference: [1] Patent: WO2003/101442, 2003, A1, . Location in patent: Page 55
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