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[ CAS No. 7377-26-6 ] {[proInfo.proName]}

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Chemical Structure| 7377-26-6
Chemical Structure| 7377-26-6
Structure of 7377-26-6 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 7377-26-6 ]

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Product Details of [ 7377-26-6 ]

CAS No. :7377-26-6 MDL No. :MFCD00059486
Formula : C9H7ClO3 Boiling Point : -
Linear Structure Formula :- InChI Key :CVXXHXPNTZBZEL-UHFFFAOYSA-N
M.W : 198.60 Pubchem ID :81850
Synonyms :

Calculated chemistry of [ 7377-26-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.11
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 47.91
TPSA : 43.37 ?2

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) : -5.45 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.09
Log Po/w (XLOGP3) : 2.91
Log Po/w (WLOGP) : 1.85
Log Po/w (MLOGP) : 1.86
Log Po/w (SILICOS-IT) : 2.22
Consensus Log Po/w : 2.19

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.05
Solubility : 0.178 mg/ml ; 0.000895 mol/l
Class : Soluble
Log S (Ali) : -3.48
Solubility : 0.0655 mg/ml ; 0.00033 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.04
Solubility : 0.18 mg/ml ; 0.000906 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.35

Safety of [ 7377-26-6 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P261-P264-P270-P271-P280-P301+P312-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P321-P322-P330-P363-P405-P501 UN#:3261
Hazard Statements:H302-H312-H314-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 7377-26-6 ]

* 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 [ 7377-26-6 ]
  • Downstream synthetic route of [ 7377-26-6 ]

[ 7377-26-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7377-26-6 ]
  • [ 372-09-8 ]
  • [ 69316-08-1 ]
YieldReaction ConditionsOperation in experiment
80%
Stage #1: With [2,2]bipyridinyl; n-butyllithium; magnesium sulfate In tetrahydrofuran; hexane at -78℃; for 0.5 h; Inert atmosphere
Stage #2: at -78 - 20℃; Inert atmosphere
Stage #3: With hydrogenchloride In tetrahydrofuran; methanol; hexane; water
General procedure: Cyanoacetic acid (1.7 g, 20 mmol, 2 equiv), 0.2 mg MgSO4, and ~1 mg 2,2'-bipyridyl was dissolved in tetrahydrofuran (100 mL) and placed in a 500 mL three-neck flask fitted with two dropping funnels and a mechanical stirrer. The system was flushed with nitrogen and cooled to -78 C with a dry ice/ acetone bath. An n-butyl lithium solution (25 mL, 1.6 M in hexanes; 40 mmol, 4 equiv) was added via a dropping funnel with stirring. Once the solution turned slightly purple it was stirred (30 min) after which the acid chloride (10 mmol, 1 equiv) in 5 mL of methanol was added drop-wise with stirring. During this process, the cloudy solution took on a yellow color. The solution was stirred at -78 C for one hour, then the bath was removed and the reaction was allowed to return to room temperature for one hour. An HCl solution (50 mL, 1M) was added drop-wise. At this point, the reaction became clear, while remaining yellow. Water (25 mL) and CH3Cl (50 mL) were added. The aqueous layer was extracted three times with the same volume of CH3Cl. The combined organic layers were washed with two portions (50 mL) of saturated sodium bicarbonate solution and dried over magnesium sulfate, filtered, and reduced on a rotoevaporator. Samples were purified by flash chromatography 6 Hex : 1 EtOAc resulting in percent yields from 50-80percent.
Reference: [1] Tetrahedron Letters, 2011, vol. 52, # 19, p. 2440 - 2442
  • 2
  • [ 7377-26-6 ]
  • [ 153559-48-9 ]
Reference: [1] Journal of Medicinal Chemistry, 1995, vol. 38, # 17, p. 3368 - 3383
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