Home Cart 0 Sign in  
X

[ CAS No. 66033-92-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 66033-92-9
Chemical Structure| 66033-92-9
Chemical Structure| 66033-92-9
Structure of 66033-92-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 66033-92-9 ]

Related Doc. of [ 66033-92-9 ]

Alternatived Products of [ 66033-92-9 ]

Product Details of [ 66033-92-9 ]

CAS No. :66033-92-9 MDL No. :MFCD00460585
Formula : C8H7NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :IZKYNZFXZSIBLH-UHFFFAOYSA-N
M.W : 149.15 Pubchem ID :135497890
Synonyms :

Calculated chemistry of [ 66033-92-9 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.0
TPSA : 46.26 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) : -5.97 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.56
Log Po/w (XLOGP3) : 1.75
Log Po/w (WLOGP) : 1.84
Log Po/w (MLOGP) : 0.84
Log Po/w (SILICOS-IT) : 1.87
Consensus Log Po/w : 1.57

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.47
Solubility : 0.502 mg/ml ; 0.00337 mol/l
Class : Soluble
Log S (Ali) : -2.34
Solubility : 0.684 mg/ml ; 0.00459 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.71
Solubility : 0.293 mg/ml ; 0.00196 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.19

Safety of [ 66033-92-9 ]

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 [ 66033-92-9 ]

* 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 [ 66033-92-9 ]
  • Downstream synthetic route of [ 66033-92-9 ]

[ 66033-92-9 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 6134-79-8 ]
  • [ 66033-92-9 ]
YieldReaction ConditionsOperation in experiment
86% With trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 4 h; Inert atmosphere General procedure: The desired 2-hydroxyaryl aldoxime or ketoxime (2.0 mmol) in 5 mL dry DCM was taken in an oven-dried round-bottom flask. To the reaction mixture was adde ddropwise triflic anhydride (2.0 mmol) in DCM under nitrogen for 15 min. The reaction mixture was stirred at rt and the progress of the reaction was monitored by TLC and GC-MS (Table 1). After completion of reaction, the contents were poured on tocrushed ice (100 mL), neutralized with 10percent NaHCO3 solution (20 mL), and extracted with DCM (315 mL). The pure products were obtained by column chromatography with hexane–ethyl acetate mixture (80:20). All the 1,2-benzisoxazole derivatives were characterized by GC-MS, 1H and 13C NMR, and elemental analysis, and the results are compared with authentic samples.
Reference: [1] Tetrahedron Letters, 2006, vol. 47, # 47, p. 8247 - 8250
[2] Synthetic Communications, 2014, vol. 44, # 4, p. 547 - 555
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575
[4] Patent: CN104945415, 2017, B,
  • 2
  • [ 850925-13-2 ]
  • [ 66033-92-9 ]
YieldReaction ConditionsOperation in experiment
22% With potassium hydroxide In methanol; water PREPARATION 8
3-methyl-1,2-benzisoxazol-6-ol
1.98 g of 1-(2,4-dihydroxyphenyl)ethanone oxime (12 mM) and 1 g of potassium hydroxide (18 mM) are refluxed for 4 days in a methanol/water mixture (100 ml/100 ml).
The reaction medium is subsequently concentrated under reduced pressure, acidified to pH=1 with 1N HCl, and then extracted with ethyl acetate.
The organic phase obtained is dried over magnesium sulfate and concentrated under reduced pressure.
The evaporation residue is purified by silica gel chromatography (methylcyclohexane/ethyl acetate gradient of 70/30 to 30/70; v/v).
The expected product is obtained in the form of a white solid (0.39 g) with a yield of 22percent.
Mp=122-136° C.
Reference: [1] Patent: US2009/118325, 2009, A1,
  • 3
  • [ 89-84-9 ]
  • [ 66033-92-9 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575
[2] Patent: CN104945415, 2017, B,
  • 4
  • [ 69658-70-4 ]
  • [ 66033-92-9 ]
Reference: [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 66033-92-9 ]

Alcohols

Chemical Structure| 65685-55-4

[ 65685-55-4 ]

Benzo[d]isoxazol-6-ol

Similarity: 0.91

Chemical Structure| 206055-91-6

[ 206055-91-6 ]

(3-(4-Bromophenyl)isoxazol-5-yl)methanol

Similarity: 0.78

Chemical Structure| 1018297-63-6

[ 1018297-63-6 ]

(3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol

Similarity: 0.76

Chemical Structure| 206055-89-2

[ 206055-89-2 ]

(3-(4-Fluorophenyl)isoxazol-5-yl)methanol

Similarity: 0.75

Chemical Structure| 59899-13-7

[ 59899-13-7 ]

2-(5-Aminoisoxazol-3-yl)phenol

Similarity: 0.74

Related Parent Nucleus of
[ 66033-92-9 ]

Benzisoxazoles

Chemical Structure| 65685-55-4

[ 65685-55-4 ]

Benzo[d]isoxazol-6-ol

Similarity: 0.91

Chemical Structure| 851768-35-9

[ 851768-35-9 ]

5-Amino-3-methylbenzo[d]isoxazole

Similarity: 0.86

Chemical Structure| 1060802-88-1

[ 1060802-88-1 ]

6-Bromo-1,2-benzisoxazole

Similarity: 0.78

Chemical Structure| 239097-74-6

[ 239097-74-6 ]

Benzo[d]isoxazol-5-amine

Similarity: 0.78

Chemical Structure| 828300-70-5

[ 828300-70-5 ]

Benzo[d]isoxazol-6-amine

Similarity: 0.78