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[ CAS No. 137520-99-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 137520-99-1
Chemical Structure| 137520-99-1
Chemical Structure| 137520-99-1
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Product Details of [ 137520-99-1 ]

CAS No. :137520-99-1 MDL No. :MFCD05156546
Formula : C9H9Cl2NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :MQWSYHGBLOKYSU-UHFFFAOYSA-N
M.W : 234.08 Pubchem ID :849398
Synonyms :

Calculated chemistry of [ 137520-99-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.31
TPSA : 39.19 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) : -5.34 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.58
Log Po/w (XLOGP3) : 3.36
Log Po/w (WLOGP) : 2.87
Log Po/w (MLOGP) : 2.11
Log Po/w (SILICOS-IT) : 3.3
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) : -3.53
Solubility : 0.0695 mg/ml ; 0.000297 mol/l
Class : Soluble
Log S (Ali) : -3.86
Solubility : 0.0322 mg/ml ; 0.000138 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.13
Solubility : 0.0172 mg/ml ; 0.0000736 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.07

Safety of [ 137520-99-1 ]

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 [ 137520-99-1 ]

* 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.

  • Upstream synthesis route of [ 137520-99-1 ]
  • Downstream synthetic route of [ 137520-99-1 ]

[ 137520-99-1 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 125849-94-7 ]
  • [ 623-47-2 ]
  • [ 137520-99-1 ]
YieldReaction ConditionsOperation in experiment
26% at 80℃; for 23 h; A mixture of 3,5-dichloro-6-methyl-[1 ,4]oxazin-2-one (45.5 g, 253 mmol) and ethyl propiolate (74.4 g, 758 mmol) in toluene (135 mL) is stirred under nitrogen at 80 0C for 23 h. The reaction is then cooled down to room temperature and the solvents are removed by rotary evaporation. The residue is treated with hexanes (400 mL), and the somewhat cloudy solution is decanted from a dark red residue containing undesired impurities. The hexanes are removed by rotary evaporation. The crude is then cooled to 0 0C, and the flask is swirled occasionally until the crude oil solidifies. The solid is then washed with small amounts of pentane. The cooled filtrate is filtered again, resulting in removal of additional yellow solid, which is the undesired regioisomer (16 g). The filtrate is then concentrated down to dryness by rotary evaporation and purified by silica gel chromatography (9:1 heptane / dichloromethane) to yield a clear liquid which solidifies upon standing (15.4 g, 65.8 mmol, 26percent). MS(ESI) m/z 234.16 (M+1 ). 1H NMR (400 MHz, CDCI3) δ ppm 7.55 (s, 1 H), 4.39 (q, J=7.07 Hz, 2 H), 2.53 (s, 3 H), 1.39 (t, J=7.14 Hz, 3 H).
Reference: [1] Patent: WO2009/150230, 2009, A1, . Location in patent: Page/Page column 80
  • 2
  • [ 125849-94-7 ]
  • [ 623-47-2 ]
  • [ 137520-86-6 ]
  • [ 137520-99-1 ]
Reference: [1] Synthesis, 1991, # 9, p. 765 - 768
[2] Synthesis, 1991, # 9, p. 765 - 768
[3] Synthesis, 1991, # 9, p. 765 - 768
  • 3
  • [ 137520-99-1 ]
  • [ 1201676-03-0 ]
Reference: [1] Patent: WO2009/150230, 2009, A1,
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