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[ CAS No. 68524-30-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 68524-30-1
Chemical Structure| 68524-30-1
Structure of 68524-30-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 68524-30-1 ]

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Product Citations

Product Details of [ 68524-30-1 ]

CAS No. :68524-30-1 MDL No. :MFCD00876107
Formula : C15H15NOS Boiling Point : -
Linear Structure Formula :- InChI Key :HCRQRIFRHGPWBH-UHFFFAOYSA-N
M.W : 257.35 Pubchem ID :9965017
Synonyms :

Calculated chemistry of [ 68524-30-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.13
Num. rotatable bonds : 5
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 76.01
TPSA : 68.39 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.82
Log Po/w (XLOGP3) : 3.01
Log Po/w (WLOGP) : 2.67
Log Po/w (MLOGP) : 3.0
Log Po/w (SILICOS-IT) : 3.17
Consensus Log Po/w : 2.73

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.5
Solubility : 0.0823 mg/ml ; 0.00032 mol/l
Class : Soluble
Log S (Ali) : -4.11
Solubility : 0.0199 mg/ml ; 0.0000775 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.07
Solubility : 0.00219 mg/ml ; 0.00000849 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.63

Safety of [ 68524-30-1 ]

Signal Word:Danger Class:9
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P362+P364-P403+P233-P501 UN#:3077
Hazard Statements:H315-H318-H335-H411 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 68524-30-1 ]

* 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.

  • Downstream synthetic route of [ 68524-30-1 ]

[ 68524-30-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 68524-30-1 ]
  • [ 112111-43-0 ]
  • [ 63547-24-0 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 2; [0292] In this Example, the modafinil intermediate benzhydrylthioacetamide was oxidized on a commercial scale to produce modafinil according to the processes described herein.[0293] First, benzhydrylthioacetamide (100 g; MW = 257.35, 1.0 eq.) was charged to a reaction chamber. The reaction chamber was purged with about 5 psig N2 and vented through chemical scrubber. Approximately 155 kg of methanol (1.50-1.67 kg/kg benzhydrylthioacetamide) was then charged to the reaction chamber. The temperature of the reaction chamber was adjusted to about 30C-40C and the resulting mixture was agitated at about 70-90 RPM.[ 0294 ] Next, approximately 0.70 kg of acetic acid (0.68-0.72 kg/kg benzhydrylthioacetamide) was charged to the reaction chamber. The resulting mixture was then stirred for about 15 minutes, and the temperature was maintained at about 30C-40C.[ 0295 ] To the benzhydrylthioacetamide/methanol/acetic acid mixture was then added approximately 0.472 kg of 30% hydrogen peroxide (0.448-0.496 kg/kg benzhydrylthioacetamide) at a rate of about 1-2 kg/min. The resulting mixture was then heated to and maintained at about 38C- 43C and stirred for about 24 hours.[ 0296 ] After about 24 hours, the reaction mixture was cooled to about 20C-30C and the reaction chamber was pressurized to about 3-7 psig with N2 and vented through a chemical scrubber. The reaction mixture was further cooled to about 0"C-5C and stirred for about 2 hours. The reaction mixture was then charged to an N2-purged centrifuge (<7% O2 content). The centrifuge was cycled on low speed until the centrifuge basket was less than 3/4 full with the crude modafinil product (-15 minutes). The centrifuge load was washed with about 113 liters of cool methanol, and the crude modafinil cake was deliquored at high speed centrifugation for about 15-30 minutes.[0297] The white- to off-white crude modafinil product (-85.2 kg) was then loaded onto a TeflonO-lined tray and dried at about 60C-70C for at least about 6 hours (6-24 hours). After drying, a 5-10 gram sample was analyzed by HPLC. The results are illustrated in Table 8, below: <n="43"/>Table 8
  • 2
  • [ 68524-30-1 ]
  • [ 112111-43-0 ]
  • [ 63547-24-0 ]
  • Modafinil sulfone [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 2; [0292] In this Example, the modafinil intermediate benzhydrylthioacetamide was oxidized on a commercial scale to produce modafinil according to the processes described herein.[0293] First, benzhydrylthioacetamide (100 g; MW = 257.35, 1.0 eq.) was charged to a reaction chamber. The reaction chamber was purged with about 5 psig N2 and vented through chemical scrubber. Approximately 155 kg of methanol (1.50-1.67 kg/kg benzhydrylthioacetamide) was then charged to the reaction chamber. The temperature of the reaction chamber was adjusted to about 30C-40C and the resulting mixture was agitated at about 70-90 RPM.[ 0294 ] Next, approximately 0.70 kg of acetic acid (0.68-0.72 kg/kg benzhydrylthioacetamide) was charged to the reaction chamber. The resulting mixture was then stirred for about 15 minutes, and the temperature was maintained at about 30C-40C.[ 0295 ] To the benzhydrylthioacetamide/methanol/acetic acid mixture was then added approximately 0.472 kg of 30% hydrogen peroxide (0.448-0.496 kg/kg benzhydrylthioacetamide) at a rate of about 1-2 kg/min. The resulting mixture was then heated to and maintained at about 38C- 43C and stirred for about 24 hours.[ 0296 ] After about 24 hours, the reaction mixture was cooled to about 20C-30C and the reaction chamber was pressurized to about 3-7 psig with N2 and vented through a chemical scrubber. The reaction mixture was further cooled to about 0"C-5C and stirred for about 2 hours. The reaction mixture was then charged to an N2-purged centrifuge (<7% O2 content). The centrifuge was cycled on low speed until the centrifuge basket was less than 3/4 full with the crude modafinil product (-15 minutes). The centrifuge load was washed with about 113 liters of cool methanol, and the crude modafinil cake was deliquored at high speed centrifugation for about 15-30 minutes.[0297] The white- to off-white crude modafinil product (-85.2 kg) was then loaded onto a TeflonO-lined tray and dried at about 60C-70C for at least about 6 hours (6-24 hours). After drying, a 5-10 gram sample was analyzed by HPLC. The results are illustrated in Table 8, below: <n="43"/>Table 8
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