Home Cart 0 Sign in  
X

[ CAS No. 7168-85-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 7168-85-6
Chemical Structure| 7168-85-6
Chemical Structure| 7168-85-6
Structure of 7168-85-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 7168-85-6 ]

Related Doc. of [ 7168-85-6 ]

Alternatived Products of [ 7168-85-6 ]

Product Details of [ 7168-85-6 ]

CAS No. :7168-85-6 MDL No. :MFCD01310825
Formula : C9H8O2 Boiling Point : -
Linear Structure Formula :- InChI Key :QPLLPLLBBSWRTM-UHFFFAOYSA-N
M.W : 148.16 Pubchem ID :590462
Synonyms :

Calculated chemistry of [ 7168-85-6 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.11
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 42.71
TPSA : 22.37 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) : -5.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.08
Log Po/w (XLOGP3) : 2.3
Log Po/w (WLOGP) : 2.44
Log Po/w (MLOGP) : 1.23
Log Po/w (SILICOS-IT) : 2.4
Consensus Log Po/w : 2.09

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.75
Solubility : 0.265 mg/ml ; 0.00179 mol/l
Class : Soluble
Log S (Ali) : -2.41
Solubility : 0.579 mg/ml ; 0.00391 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.39
Solubility : 0.0598 mg/ml ; 0.000404 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.25

Safety of [ 7168-85-6 ]

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

Application In Synthesis of [ 7168-85-6 ]

* 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 [ 7168-85-6 ]
  • Downstream synthetic route of [ 7168-85-6 ]

[ 7168-85-6 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 199010-96-3 ]
  • [ 7168-85-6 ]
YieldReaction ConditionsOperation in experiment
88% With tetrabutyl ammonium fluoride In tetrahydrofuran at 45 - 50℃; for 4 h; Molecular sieve S3: In a 3L four-necked flask equipped with a mechanical stirrer and a thermometer, 263 g (1. Omol, 2. Oeq) tetrabutylammonium fluoride was added,L00g 4A molecular sieves and 1.5 L tetrahydrofuran,Mix at 20 ° C to 25 ° C for 1 hour. Then 151 g (0.5 mol, 1. eqq)3-methoxy-2-triisopropylsiloxyphenylacetylene was added to the mixture,The reaction was terminated by heating to 45 ° C to 50 ° C for 4 hours. Filtration, filtrate concentration,To the residue was added 250 mL of cyclohexane and the organic phase was washed with 100 mL of 5percent dilute hydrochloric acid,1 OOmL water and 1 OOmL saturated brine, separated, the organic phase was dried over anhydrous sodium sulfate,The filtrate was concentrated under reduced pressure to give 64.8 g7-methoxybenzofuran, yield 88percent, purity 99percent (HPLC).
Reference: [1] Patent: CN106588842, 2017, A, . Location in patent: Paragraph 0026; 0027; 0030
[2] Synlett, 1997, vol. 1997, # 10, p. 1163 - 1164
  • 2
  • [ 4790-79-8 ]
  • [ 7168-85-6 ]
YieldReaction ConditionsOperation in experiment
64% for 2 h; Reflux Heating7-methoxy-2-benzofuran-2-carboxylic acid XVI (5g, 0.026mol) add to 30 ml Quinoline . then addcopper0.2g) ,heating to reflux 2 hours. The mixture will be through the diatomite filterand use EtOAc to washing . R emove solvent,and then by column chromatography25percent EtOAc- Hexaneobtain yellow oillike substance. 2. 45gyield 64percent
64% for 2 h; Reflux To a round bottom flask were added 7-methoxy-2-benzofuran-2- carboxylic acid (5.0 g, 0.026 mol), copper (0.2 g, 3 mmol), and quinoline (30 mL). The reaction mixture was heated at reflux for 2 h. The mixture was filtered through Celite and washed with EtOAc, concentrated to dryness, and purified by flash column chromatography to yield the title compound (2.45 g, 64percent yield) as a yellow oil. MS (ESI): mass calcd. for C9H802, 148.1 ; m/z found, 149.0 [M+H]+.
64% for 2 h; Reflux To a round bottom flask were added 7-methoxy-2-benzofuran-2-carboxylic acid (5.0 g, 0.026 mol), copper (0.2 g, 3 mmol), and quinoline (30 mL). The reaction mixture was heated at reflux for 2 h. The mixture was filtered through Celite and washed with EtOAc, concentrated to dryness, and purified by flash column chromatography to yield the title compound (2.45 g, 64percent yield) as a yellow oil. MS (ESI) : mass calcd. for C 9H 8O 2, 148.1 m/z found, 149.0 [M+H] +.
46% With hydrogenchloride; copper In quinoline REFERENCE EXAMPLE 54
7-Methoxybenzofuran
A suspension of 7-methoxy-2-benzofurancarboxylic acid(23 g, 120 mmol) and copper (powder, 5.8 g, 92 mmol) in quinoline (70 mL) was heated under reflux for 12 hours.
The reaction solution was cooled to room temperature.
The insolubles were filtered off, filtrate was poured into water, and acidified by the addition of 2 M hydrochloric acid.
The organic material was extracted with ethyl acetate, the extract was washed with brine, dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure.
The resultant residue was purified by a column chromatography on a silica gel (hexane/ethyl acetate, 10:1) to obtain the title compound (8.0 g, yield 46percent).
1H NMR (CDCl3) δ 4.02 (3H, s), 6.77 (1H, d, J = 2.2 Hz), 6.81 (1H, dd, J = 6.8, 2.2 Hz), 7.12-7.22 (2H, m), 7.63 (1H, d, J = 2.2 Hz).

Reference: [1] Organic Letters, 2011, vol. 13, # 2, p. 280 - 283
[2] Journal of Medicinal Chemistry, 1987, vol. 30, # 1, p. 62 - 67
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 15, p. 3823 - 3842
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 17, p. 4090 - 4094
[5] Patent: CN103254191, 2016, B, . Location in patent: Paragraph 0122; 0123
[6] Patent: WO2017/100668, 2017, A1, . Location in patent: Page/Page column 147
[7] Patent: WO2018/103058, 2018, A1, . Location in patent: Page/Page column 147
[8] Patent: EP1270577, 2003, A1,
[9] Helvetica Chimica Acta, 1935, vol. 18, p. 816,826
  • 3
  • [ 1414772-73-8 ]
  • [ 13526-66-4 ]
  • [ 7168-85-6 ]
Reference: [1] Patent: WO2012/175591, 2012, A1, . Location in patent: Page/Page column 80
  • 4
  • [ 161364-38-1 ]
  • [ 7168-85-6 ]
YieldReaction ConditionsOperation in experiment
90% for 1 h; Reflux General procedure: A 25 mL round-bottomed flask was charged with 2-aryloxyacetaldehyde diethyl acetals (1 mmol), Sn-b (0.1 g), andtrifluorotoluene (10 mL). The mixture was stirred under refluxingcondition and monitored by GC. Upon completion, the mixture wascooled to room temperature, and the catalyst Sn-b was filtrate off.The filter cake was washed with trifluorotoluene (10 mL3). Thecombined filtratewas concentrated under vacuum. The residuewaspurified by flash column chromatography on SiO2 (petroleumether/ethyl acetate) to afford the desired 2,3-unsubstituted benzo[b]furans.
Reference: [1] Tetrahedron, 2015, vol. 71, # 29, p. 4835 - 4841
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 22, p. 2774 - 2779
[3] Organic Letters, 2016, vol. 18, # 21, p. 5624 - 5627
  • 5
  • [ 67-56-1 ]
  • [ 24410-55-7 ]
  • [ 7168-85-6 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 15, p. 3998 - 4001
  • 6
  • [ 90-05-1 ]
  • [ 7168-85-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 3029 - 3036
[2] Tetrahedron, 2015, vol. 71, # 29, p. 4835 - 4841
[3] Organic Letters, 2016, vol. 18, # 21, p. 5624 - 5627
[4] European Journal of Organic Chemistry, 2018, vol. 2018, # 22, p. 2774 - 2779
  • 7
  • [ 50551-61-6 ]
  • [ 7168-85-6 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 2013, vol. 61, # 10, p. 997 - 1001
  • 8
  • [ 121045-27-0 ]
  • [ 7168-85-6 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 3029 - 3036
  • 9
  • [ 148-53-8 ]
  • [ 7168-85-6 ]
Reference: [1] Helvetica Chimica Acta, 1935, vol. 18, p. 816,826
[2] Chemical and Pharmaceutical Bulletin, 2013, vol. 61, # 10, p. 997 - 1001
[3] Patent: CN106588842, 2017, A,
  • 10
  • [ 40359-30-6 ]
  • [ 7168-85-6 ]
Reference: [1] Jahrbuch der Philosophischen Fakultaet 2 [Zweite] der Universitaet Bern, 1924, vol. Bd. 4, p. 30
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 7168-85-6 ]

Ethers

Chemical Structure| 50551-63-8

[ 50551-63-8 ]

6-Methoxybenzofuran

Similarity: 0.90

Chemical Structure| 35461-93-9

[ 35461-93-9 ]

2-(3-Methoxyphenyl)furan

Similarity: 0.88

Chemical Structure| 6272-38-4

[ 6272-38-4 ]

2-(Benzyloxy)phenol

Similarity: 0.86

Chemical Structure| 2896-67-5

[ 2896-67-5 ]

2-Methoxy-6-methylphenol

Similarity: 0.85

Chemical Structure| 67191-35-9

[ 67191-35-9 ]

1-Isopropoxy-2-vinylbenzene

Similarity: 0.84

Related Parent Nucleus of
[ 7168-85-6 ]

Benzofurans

Chemical Structure| 50551-63-8

[ 50551-63-8 ]

6-Methoxybenzofuran

Similarity: 0.90

Chemical Structure| 13196-11-7

[ 13196-11-7 ]

Benzofuran-6-ol

Similarity: 0.90

Chemical Structure| 10035-16-2

[ 10035-16-2 ]

Benzofuran-5-carbaldehyde

Similarity: 0.79

Chemical Structure| 230642-84-9

[ 230642-84-9 ]

4-Vinyl-2,3-dihydrobenzofuran

Similarity: 0.78

Chemical Structure| 1083168-69-7

[ 1083168-69-7 ]

(2,3-Dihydrobenzofuran-6-yl)methanol

Similarity: 0.78