Home Cart Sign in  
Chemical Structure| 92-71-7 Chemical Structure| 92-71-7

Structure of 2,5-Diphenyloxazole
CAS No.: 92-71-7

Chemical Structure| 92-71-7

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

Synonyms: PPO; DPO; POP

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 [ 92-71-7 ]

CAS No. :92-71-7
Formula : C15H11NO
M.W : 221.25
SMILES Code : C1(C2=CC=CC=C2)=NC=C(C3=CC=CC=C3)O1
Synonyms :
PPO; DPO; POP
MDL No. :MFCD00005306
InChI Key :CNRNYORZJGVOSY-UHFFFAOYSA-N
Pubchem ID :7105

Safety of [ 92-71-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319-H413
Precautionary Statements:P305+P351+P338

Computational Chemistry of [ 92-71-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 17
Num. arom. heavy atoms 17
Fraction Csp3 0.0
Num. rotatable bonds 2
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 67.38
TPSA ?

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

26.03 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.84
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

4.67
Log Po/w (WLOGP)?

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

4.01
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.

2.76
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

3.99
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.65

Water Solubility

Log S (ESOL):?

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

-4.76
Solubility 0.00383 mg/ml ; 0.0000173 mol/l
Class?

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

Moderately soluble
Log S (Ali)?

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

-4.94
Solubility 0.00252 mg/ml ; 0.0000114 mol/l
Class?

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

Moderately 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

-6.28
Solubility 0.000116 mg/ml ; 0.000000525 mol/l
Class?

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

Poorly 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

Yes
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.

-4.33 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

0.0
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<2.0
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)

2.85

Application In Synthesis of [ 92-71-7 ]

* 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 [ 92-71-7 ]

[ 92-71-7 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 1006-68-4 ]
  • [ 591-50-4 ]
  • [ 92-71-7 ]
YieldReaction ConditionsOperation in experiment
69% With copper(l) iodide; sodium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 120℃; for 16h;Inert atmosphere; General procedure: 5-Aryl oxazole 2 (0.69 mmol) and 4-iodobenzene/4-iodobenzoic acid (0.83 mmol) were taken in dry DMF (10 mL). Copper iodide (0.69 mmol) and triphenyl phosphine (0.2mmol) were then added sequentially. To this mixture sodiumc arbonate (1.39 mmol) in little excess was added at one portion and the resulting mixture was stirred at 120 C for 16 h under inert atmosphere (N2). The whole mixture was concentrated by removing excess DMF using vacuum pump and then it was diluted with dichloromethane (30 mL). The entire organic solution was sequentially washed with water (15 mL × 3), 3 % HCl (15 mL) and half saturated brine solution (20 mL). Finally the organic layer was dried over anhydrous sodium sulphate. It was then concentrated in vacuo and was purified by column chromatography using petroleum ether-ethyl acetate (3:1) as eluent to get the product as colourless solid. The formation of the product was further confirmed by spectroscopic data.
  • 3
  • [ 1006-68-4 ]
  • [ 5123-13-7 ]
  • [ 92-71-7 ]
  • 4
  • [ 1006-68-4 ]
  • [ 108-90-7 ]
  • [ 92-71-7 ]
  • 5
  • [ 1006-68-4 ]
  • [ 4920-92-7 ]
  • [ 92-71-7 ]
YieldReaction ConditionsOperation in experiment
57% With bis(1,5-cyclooctadiene)nickel(0); caesium carbonate; 1,2-bis-(dicyclohexylphosphino)ethane; In para-xylene; at 140℃; for 21h;Glovebox; Sealed tube; General procedure: Ni(COD)2, ligand (dcype or dcypt), base (Cs2CO3 or K3PO4), and azole were weighed into in an oven dried 20 mL scintillation vial in the glove box. A xylene solution of the aryl electrophile (pivalates, mesylates or carbamates) was added to the reaction mixture. The reaction vial was sealed with a Teflon lined cap, taken out of the glove box and the reaction mixture was allowed to stir at the indicated temperature for the indicated time. The reaction mixture was cooled to room temperature and filtered through a 1.0 inch plug of silica gel, eluting with Et2O (125 mL). The filtrate was concentrated and chromatographed on a silica gel column to afford the product.
  • 6
  • [ 1006-68-4 ]
  • [ 16156-59-5 ]
  • [ 92-71-7 ]
YieldReaction ConditionsOperation in experiment
58% With bis(1,5-cyclooctadiene)nickel(0); 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); caesium carbonate; In para-xylene; at 140℃; for 22h;Glovebox; Sealed tube; General procedure: Ni(COD)2, ligand (dcype or dcypt), base (Cs2CO3 or K3PO4), aryl electrophile (pivalates, mesylates or carbamates) and azole were weighed into in an oven dried 20 mL scintillation vial in the glove box. Xylene was added, the vial was sealed with a Teflon lined cap, taken out of the glove box and the reaction mixture was allowed to stir at the indicated temperature for the indicated time. The reaction mixture was cooled to room temperature and filtered through a 1.0 inch plug of silica gel, eluting with Et2O (125 mL). The filtrate was concentrated and chromatographed on a silica gel column to afford the product.
  • 7
  • [ 1006-68-4 ]
  • [ 65009-00-9 ]
  • [ 92-71-7 ]
YieldReaction ConditionsOperation in experiment
64% With bis(1,5-cyclooctadiene)nickel(0); potassium phosphate; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); In para-xylene; at 140℃; for 22h;Glovebox; Sealed tube; General procedure: Ni(COD)2, ligand (dcype or dcypt), base (Cs2CO3 or K3PO4), and azole were weighed into in an oven dried 20 mL scintillation vial in the glove box. A xylene solution of the aryl electrophile (pivalates, mesylates or carbamates) was added to the reaction mixture. The reaction vial was sealed with a Teflon lined cap, taken out of the glove box and the reaction mixture was allowed to stir at the indicated temperature for the indicated time. The reaction mixture was cooled to room temperature and filtered through a 1.0 inch plug of silica gel, eluting with Et2O (125 mL). The filtrate was concentrated and chromatographed on a silica gel column to afford the product.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 92-71-7 ]

Aryls

Chemical Structure| 1006-68-4

A167353 [1006-68-4]

5-Phenyl-1,3-oxazole

Similarity: 0.79

Chemical Structure| 106833-79-8

A198023 [106833-79-8]

2-Phenyloxazole-5-carboxylic acid

Similarity: 0.78

Chemical Structure| 885466-67-1

A380585 [885466-67-1]

(4-(Oxazol-2-yl)phenyl)methanamine

Similarity: 0.77

Chemical Structure| 1008-95-3

A132786 [1008-95-3]

4-(1,3-Oxazol-5-yl)aniline

Similarity: 0.76

Chemical Structure| 157837-31-5

A636739 [157837-31-5]

3-(5-Oxazolyl)aniline

Similarity: 0.76

Related Parent Nucleus of
[ 92-71-7 ]

Oxazoles

Chemical Structure| 1006-68-4

A167353 [1006-68-4]

5-Phenyl-1,3-oxazole

Similarity: 0.79

Chemical Structure| 106833-79-8

A198023 [106833-79-8]

2-Phenyloxazole-5-carboxylic acid

Similarity: 0.78

Chemical Structure| 885466-67-1

A380585 [885466-67-1]

(4-(Oxazol-2-yl)phenyl)methanamine

Similarity: 0.77

Chemical Structure| 1008-95-3

A132786 [1008-95-3]

4-(1,3-Oxazol-5-yl)aniline

Similarity: 0.76

Chemical Structure| 157837-31-5

A636739 [157837-31-5]

3-(5-Oxazolyl)aniline

Similarity: 0.76