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[ CAS No. 1127-74-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1127-74-8
Chemical Structure| 1127-74-8
Chemical Structure| 1127-74-8
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Product Details of [ 1127-74-8 ]

CAS No. :1127-74-8 MDL No. :MFCD03426404
Formula : C10H11NO Boiling Point : -
Linear Structure Formula :- InChI Key :NKRKBYFBKLDCFB-UHFFFAOYSA-N
M.W : 161.20 Pubchem ID :294788
Synonyms :

Calculated chemistry of [ 1127-74-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.3
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.57
TPSA : 29.1 Ų

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) : -6.04 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.69
Log Po/w (XLOGP3) : 1.75
Log Po/w (WLOGP) : 1.5
Log Po/w (MLOGP) : 1.35
Log Po/w (SILICOS-IT) : 2.37
Consensus Log Po/w : 1.73

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.31
Solubility : 0.786 mg/ml ; 0.00488 mol/l
Class : Soluble
Log S (Ali) : -1.98
Solubility : 1.69 mg/ml ; 0.0105 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.44
Solubility : 0.0592 mg/ml ; 0.000367 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.79

Safety of [ 1127-74-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1127-74-8 ]

* 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 [ 1127-74-8 ]
  • Downstream synthetic route of [ 1127-74-8 ]

[ 1127-74-8 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 1127-74-8 ]
  • [ 98-59-9 ]
  • [ 24310-36-9 ]
YieldReaction ConditionsOperation in experiment
99% With pyridine In dichloromethane at 20℃; To a stirring solution of 1,2,3,4-tertahydrobenzo[bjazepine-5-one (50 g, 0.31 mol) in DCM (250 mL) was added pyridine (175 mL). The mixture was cooled with ice bath and TsC1 (84 g, 0.44 mol) was added. The mixture was warmed to room temperature and stirredovernight. Water (750 mL) was added and the mixture was extracted with DCM (300 mL3). The combined organic phase was washed with water, brine, dried over anhydrous Na2504 and concentrated under reduced pressure. The residue was washed with a mixed solvent (petroleum ether/EtOAc = 70:1) to give the title product as a light yellowish solid (97 g, 99percent). ESI MS m/z = 316.05 [M+Hf
18.9 g at 20℃; for 12 h; Cooling with ice Reference Example 12
1-tosyl-3,4-dihydro-1H-benzo[b]azepine-5(2H)-one
3,4-dihydro-1H-benzo[b]azepine-5(2H)-one (10.0 g) was dissolved into pyridine (30 mL), thereto was added p-toluenesulfonyl chloride (13.6 g) under an ice bath and the reaction mixture was stirred at room temperature for 12 hours.
The reaction solution was added with water (60 mL) and then stirred at room temperature for 40 minutes.
The obtained crystal was collected by filtration and washed with water, and then dried to thus obtain the title compound (18.9 g) as a light yellow white solid.
1H-NMR (400 MHz, CDCl3) δ7.71 (ddd, J=7.8, 1.7, 0.4 Hz, 1H), 7.59 (d, J=8.3 Hz, 2H), 7.55-7.46 (m, 2H), 7.41-7.35 (m, 1H), 7.23-7.30 (m, 2H), 3.86 (t, J=6.6 Hz, 2H), 2.45-2.39 (m, 5H), 2.00-1.91 (m, 2H).
ESI/MS (m/z) 316 (M+H)+.
Reference: [1] Patent: WO2017/123884, 2017, A1, . Location in patent: Page/Page column 92
[2] Heterocycles, 2000, vol. 52, # 1, p. 81 - 84
[3] Patent: WO2005/37796, 2005, A1, . Location in patent: Page/Page column 160
[4] Patent: US2015/291533, 2015, A1, . Location in patent: Paragraph 0137-0139
  • 2
  • [ 24310-36-9 ]
  • [ 1127-74-8 ]
YieldReaction ConditionsOperation in experiment
79% at 100℃; for 1.5 h; Polyphosphoric acid (25g) was heated at 100°C under ni;trogen until it could be stirred. 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydro-benzo[b]azepin-5-one from Example E5.4 (2.6g, 8.2 6mmol) was added portionwise and the reaction mixture was heated at 100°C for 1.5h. It was poured into ice and basified with 2M NaOH(aq). The aqueous layer was extracted twice with dichloromethane. The organic extracts were combined, washed with brine, dried and reduced in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 40percent EtOAc: 60percent hexane) to yield the title compound (1.05g, 79percent).
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8670 - 8692
[2] Patent: WO2006/21213, 2006, A2, . Location in patent: Page/Page column 34
[3] Patent: WO2005/37796, 2005, A1, . Location in patent: Page/Page column 39
[4] Journal of Organic Chemistry, 2016, vol. 81, # 8, p. 3136 - 3148
  • 3
  • [ 68595-19-7 ]
  • [ 1127-74-8 ]
Reference: [1] Organic Process Research and Development, 2003, vol. 7, # 6, p. 883 - 887
  • 4
  • [ 134-20-3 ]
  • [ 1127-74-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8670 - 8692
  • 5
  • [ 50998-74-8 ]
  • [ 1127-74-8 ]
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8670 - 8692
  • 6
  • [ 4641-57-0 ]
  • [ 635-90-5 ]
  • [ 1127-74-8 ]
Reference: [1] Heterocycles, 1993, vol. 36, # 4, p. 743 - 749
[2] Heterocycles, 1993, vol. 36, # 4, p. 743 - 749
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