Home Cart Sign in  
Chemical Structure| 67191-35-9 Chemical Structure| 67191-35-9

Structure of 67191-35-9

Chemical Structure| 67191-35-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 67191-35-9 ]

CAS No. :67191-35-9
Formula : C11H14O
M.W : 162.23
SMILES Code : CC(C)OC1=CC=CC=C1C=C
MDL No. :MFCD20384496
InChI Key :SXCKVSZTZAMSRS-UHFFFAOYSA-N
Pubchem ID :5461811

Safety of [ 67191-35-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 67191-35-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 6
Fraction Csp3 0.27
Num. rotatable bonds 3
Num. H-bond acceptors 1.0
Num. H-bond donors 0.0
Molar Refractivity 52.64
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

9.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.73
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.47
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

3.01
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.96
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

3.15
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.06

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.2
Solubility 0.101 mg/ml ; 0.000625 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.35
Solubility 0.0732 mg/ml ; 0.000451 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.4
Solubility 0.0652 mg/ml ; 0.000402 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-4.83 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.65

Application In Synthesis of [ 67191-35-9 ]

* 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.

  • Downstream synthetic route of [ 67191-35-9 ]

[ 67191-35-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 172222-30-9 ]
  • [ 67191-35-9 ]
  • [ 203714-71-0 ]
YieldReaction ConditionsOperation in experiment
With copper(l) chloride; EXAMPLE 1 Metathesis by Ethenolysis of Methyl Oleate Catalyzed by a Type 3 Complex (FIG. 1) in an Ionic Liquid; 1 ml of 3-butyl-1,2-dimethylimidazolium bis-triflylamide with formula [BMMI]+[N(CF3SO2)2]- pre-dried overnight at 80° C., 148 mg of methyl oleate (source: Fluka, with a purity higher than 98percent) and 15 mg of the complex with formula Cl2Ru(CH-o-O-iPrC6H4)PCy3 (synthesized by reacting the 1st generation Grubbs complex with formula Cl2Ru(CHC6H5)(PCy3)2 with 1-isopropoxy-2-vinylbenzene in the presence of CuCl), this corresponding to 5percent molar of catalyst with respect to methyl oleate, were introduced, in an inert atmosphere of argon, into an autoclave reactor provided with an agitation system and a pressure sensor. The autoclave was then placed under vacuum and pressurized to obtain a pressure of 10 bars (1 MPa) of ethylene (origin: Alphagas, quality N25). The temperature was kept constant at 20° C. The medium was stirred at ambient temperature for 2 hours, then the excess ethylene was slowly purged by returning to atmosphere pressure at a temperature not exceeding 20° C. and the autoclave was again placed under an atmosphere of argon. The products were separated from the ionic liquid by adding 2 to 3 ml of heptane distilled over CaH2 and degassed. An aliquot (100 mul) of the extracted solution was passed through a short silica column (2 cm) eluted with diethyl ether. It was analyzed by gas phase chromatography (ZB-1 column, 100percent dimethylpolysiloxane, 30 metres, helium vector gas 2 ml/min, temperature programming: 60° C. then 5° C./min to 220° C.) coupled to a mass spectrometer. The methyl oleate conversion was 95percent. It was calculated using decane as an internal reference. The reaction products were composed of 1-decene (fraction A) and methyl decenoate (fraction B). The presence of 1-decene isomers was not detected. Homo-metathesis products were present in trace amounts and could not be quantified.
  • 2
  • [ 172222-30-9 ]
  • [ 67191-35-9 ]
  • RuCl2(P(C6H11)3)CHC6H4OC(CH3)2 [ No CAS ]
  • 3
  • 1,3-di(2,6-dimethylphenyl)imidazolinium tetrafluoroborate [ No CAS ]
  • [ 172222-30-9 ]
  • [ 67191-35-9 ]
  • [RuCl2(CHC6H4OCH(CH3)2)(C3H4N2(C6H3(CH3)2)2)] [ No CAS ]
  • 4
  • [ 250220-36-1 ]
  • [ 67191-35-9 ]
  • dichloro(o-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium(II) [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With Amberlyst 15-A resin; In dichloromethane; at 40℃; for 1.25h;Inert atmosphere; A flame-dried Schlenk reaction flask is charged with a stir bar and put under an Ar atmosphere. 923 mg [Dichloro-(3-phenyl-1H-inden-1-ylidene)-bis-(tricyclohexyl-phosphine)-ruthenium(II)] 2a (1.0 mmol; Umicore AG & Co KG, Hanau), 173 mg 2-isopropoxystyrene (1.05 mmol; 1.05 equiv.; Aldrich) and 1026 mg Amberlyst 15-A resin in dry form (4.0 mmol, 4 equiv.; Rohm and Haas Co., Philadelphia, USA) are loaded into the reaction flask and 25 mL dichloromethane (DCM) is added. The reaction is stirred at 40 C. for 75 minutes and the solution colored from red to brown. Subsequently, the reaction mixture is sent through a Pasteur pipette equipped with a cotton plug to remove the Amberlyst resin. Evaporation of all volatiles, suspending the residue in 20 mL n-hexane and subsequent filtration and drying of the precipitate in vacuo afforded 548 mg of the desired compound 3a (yield: 91%)
74% With copper chloride (I); In dichloromethane; at 40℃; for 2h;Schlenk technique; Inert atmosphere; In an oven dried Schlenk under Ar, were placed Dichloro(3-phenyl-1 H-inden-1 -ylidene) bis(tricyclohexylphosphine)ruthenium(ll) (M1 , HG1 Chemical Formula: C28H45CI2OPRU purchased from Umicore) complex (2.0 g, 2.2 mmol, 1 Molecular Weight: 600,61 equiv) and CuCI (236.0 mg, 2.4 mmol, 1.1 equiv). A solution of 2- isopropoxystyrene (synthesized from salicylaldehyde by alkylation and Wittig olefination following a previously reported procedure)1 (390.0 mg, 2.4 mmol, 1.1 equiv) in DCM (6 ml.) was added, then DCM was added to obtain 50 ml. solution. The resulting mixture was stirred for 2 h at 40C. The reaction was monitored by TLC (Pentane:Acetone 9:1) until the complete disappearance of M1. DCM was evaporated under reduced pressure and the solid was taken in Acetone (HPLC grade) and filtered through celite pad until the undesired solid became whitish. Volatiles were removed under vacuum and the obtained solid was dissolved in CHCI3 and filtered off. The filtrate was evaporated and the solid was dissolved in warm Et20 and the catalyst was precipitated with Pentane (3 times). The mixture was filtered off and the brown solid was collected (955 mg, 74% yield). Analytical data were consistent with the previously reported data.
73% With copper chloride (I); In dichloromethane; at 40℃; for 2h;Inert atmosphere; Schlenk technique; In an oven dried Schlenk under Ar, were placed Dichloro(3-phenyl-1H-inden-1-ylidene) bis(tricyclohexylphosphine)ruthenium(II) (M1, purchased from Umicore) complex (2.0 g, 2.17 mmol, 1 equiv) and CuCl (236.0 mg, 2.38 mmol, 1.1 equiv). A solution of 2-isopropoxystyrene (synthesized from salicylaldehyde by alkylation and Wittig olefination following a previously reported procedure)1 (390.0 mg, 2.40 mmol, 1.1 equiv) in DCM (6 mL) was added, then DCM was added to obtain 50 mL of solution. The resulting mixture was stirred for 2 h at 40C. The reaction was monitored by TLC (Pentane:Acetone 9:1) until the complete disappearance of M1. DCM was evaporated under reduced pressure and the solid was taken up in Acetone (HPLC grade) and filtered through a celite pad until the undesired solid became whitish. Volatiles were removed under vacuum and the solid obtained was dissolved in CHCl3 and filtered off. The filtrate was evaporated, the solid was dissolved in warm Et2O and the complex was precipitated with Pentane (3 times). The mixture was filtered off and the brown solid was collected (955 mg, 73% yield).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 67191-35-9 ]

Aryls

Chemical Structure| 38527-59-2

A112866 [38527-59-2]

2-(2-Methoxyphenyl)furan

Similarity: 0.90

Chemical Structure| 35461-93-9

A263845 [35461-93-9]

2-(3-Methoxyphenyl)furan

Similarity: 0.90

Chemical Structure| 13826-35-2

A128166 [13826-35-2]

(3-Phenoxyphenyl)methanol

Similarity: 0.89

Chemical Structure| 946-80-5

A403895 [946-80-5]

Benzyl Phenyl Ether

Similarity: 0.89

Chemical Structure| 3769-41-3

A117431 [3769-41-3]

3-(Benzyloxy)phenol

Similarity: 0.87

Alkenyls

Chemical Structure| 230642-84-9

A113217 [230642-84-9]

4-Vinyl-2,3-dihydrobenzofuran

Similarity: 0.88

Chemical Structure| 4973-29-9

A544249 [4973-29-9]

1-Phenoxy-4-vinylbenzene

Similarity: 0.87

Chemical Structure| 120-11-6

A226636 [120-11-6]

1-(Benzyloxy)-2-methoxy-4-(prop-1-en-1-yl)benzene

Similarity: 0.85

Chemical Structure| 1504-74-1

A949113 [1504-74-1]

2-Methoxycinnamaldehyde

Similarity: 0.81

Chemical Structure| 4180-23-8

A171566 [4180-23-8]

(E)-1-Methoxy-4-(prop-1-en-1-yl)benzene

Similarity: 0.79

Ethers

Chemical Structure| 38527-59-2

A112866 [38527-59-2]

2-(2-Methoxyphenyl)furan

Similarity: 0.90

Chemical Structure| 35461-93-9

A263845 [35461-93-9]

2-(3-Methoxyphenyl)furan

Similarity: 0.90

Chemical Structure| 13826-35-2

A128166 [13826-35-2]

(3-Phenoxyphenyl)methanol

Similarity: 0.89

Chemical Structure| 946-80-5

A403895 [946-80-5]

Benzyl Phenyl Ether

Similarity: 0.89

Chemical Structure| 50551-63-8

A158940 [50551-63-8]

6-Methoxybenzofuran

Similarity: 0.88