Home Cart Sign in  
Chemical Structure| 762262-09-9 Chemical Structure| 762262-09-9

Structure of 762262-09-9

Chemical Structure| 762262-09-9

*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 [ 762262-09-9 ]

CAS No. :762262-09-9
Formula : C6H8BNO3
M.W : 152.94
SMILES Code : COC1=NC=CC(B(O)O)=C1
MDL No. :MFCD07368877
InChI Key :DHQMUJSACXTPEA-UHFFFAOYSA-N
Pubchem ID :23546919

Safety of [ 762262-09-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Computational Chemistry of [ 762262-09-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 6
Fraction Csp3 0.17
Num. rotatable bonds 2
Num. H-bond acceptors 4.0
Num. H-bond donors 2.0
Molar Refractivity 40.55
TPSA ?

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

62.58 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.0
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

0.06
Log Po/w (WLOGP)?

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

-1.23
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.

-1.19
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

-1.22
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-0.72

Water Solubility

Log S (ESOL):?

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

-1.1
Solubility 12.2 mg/ml ; 0.0799 mol/l
Class?

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

Very soluble
Log S (Ali)?

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

-0.93
Solubility 18.1 mg/ml ; 0.118 mol/l
Class?

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

Very 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

-1.03
Solubility 14.4 mg/ml ; 0.094 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

No
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

No
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

No
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.

-7.19 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

1.0
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

1.0 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)

1.99

Application In Synthesis of [ 762262-09-9 ]

* 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 [ 762262-09-9 ]

[ 762262-09-9 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 762262-09-9 ]
  • [ 886371-28-4 ]
  • [ 1146615-53-3 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; at 100.0℃; for 2.0h;Microwave radiation; To a solution of <strong>[886371-28-4]3-bromo-6-chloro-imidazo[1,2-a]pyridine</strong> (1 eq, 0.72 mmol, 0.2 g), 2- methoxypyrid-4-yl boronic acid (1.0 eq, 0.72 mmol, 0.11 g), Na2COs (2 eq, 1.44 mmol, 0.152 g) in dioxane (0.6 ml) and water (0.2 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (50 mg). The reaction mixture is heated using microwave radiation at 100 C for 2 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgStheta4) and concentrated in vacuo. The residue is <n="120"/>purified by flash chromatography on silica eluting with 0-25% EtOAc in iso-hexane to afford the title compound; [M+H]+ =260 (262).
  • 2
  • [ 762262-09-9 ]
  • [ 445303-69-5 ]
  • 4-(3-(difluoromethyl)-4-fluorophenyl)-2-methoxypyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 90.0℃; for 4.0h;Inert atmosphere; A solution of (2-methoxypyridin-4-yl)boronic acid (75 mg, 0.490 mmol), 4- bromo-2-(difluoromethyl)-l-fluorobenzene (121 mg, 0.539 mmol), potassium phosphate tribasic (312 mg, 1.471 mmol) and PdCl2(dppf)-CH2Cl2 adduct (20.02 mg, 0.025 mmol) in 1,4-dioxane (3 mL) and water (0.5 mL) was purged with nitrogen and heated to 90 C for 4 h. The reaction mixture was diluted with ethyl acetate (10 mL). The black suspension was filtered through diatomaceous earth (Celite) and the bed was washed with ethyl acetate (10 mL). The residue was purified via silica gel chromatography (15% pet ether: ethyl acetate) to afford 4-(3-(difluoromethyl)-4- fluorophenyl)-2-methoxypyridine (100 mg, 0.363 mmol, 74% yield) as a brown solid. LCMS (ESI) m/e 254.0 [(M+H)+, calcd for C13H11F3NO 254.1]; LC/MS retention time (Method C): tR = 1.02 min.
  • 3
  • [ 762262-09-9 ]
  • [ 445303-69-5 ]
  • (S)-1-(2-(difluoromethyl)-4-(2-methoxypyridin-4-yl)phenoxy)-2,4-dimethylpentan-2-amine [ No CAS ]
  • 4
  • [ 762262-09-9 ]
  • [ 2376-00-3 ]
  • 2-(2-methoxypyridin-4-yl)-6-(trifluoromethyl)benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); In 1,4-dioxane; water; at 100℃; for 5h;Inert atmosphere; A mixture of 2-chloro-6-(trifluoromethyl)benzoicacid (1 g, 4.45 mmol), X-phos Pd G?. (350 mg, 0.45 mmol), 2-methoxypyridine-4-boronicacid (817 mg, 5.34 mmol) and K3PO4 (3.78 g, 17.81 mmol) in 1,4-dioxane (20 mL) and water (2 mL) were stirred at 100 C for 5 hours under an atmosphere of M2.After cooling to 25 C, the reaction mixture was diluted in water (40 mL). The aqueous layer was extracted with EtOAc (40 mL x 2). Tire combined organic layers were dried over anhydrous NaaSfL, filtered and concentrated under reduced pressure. The crude residue was purified by reverse phase chromatography (acetonitrile 27-57/0.225% FA in water) to give 2-(2-methoxypyridin-4-yl)-6- (trifluoromethyl)benzoic acid (900 mg, yield: 68%) as a white solid. TlNMR (400 MHz, CDCft): d = 8.20 (d, J = 5.6 Hz, 1H), 7.80 (d, J = 8.0 Hz, I I I). 7.67-7.63 (m, H I). 7.57 (d, J = 7.6 Hz, 111). 7.03-7.01 (m, IH), 6.86 (s, 1H), 3.95 (s, 3H), 3.42 (br, s, 1H).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 762262-09-9 ]

Organoborons

Chemical Structure| 163105-89-3

A130822 [163105-89-3]

(6-Methoxypyridin-3-yl)boronic acid

Similarity: 0.87

Chemical Structure| 612845-44-0

A232887 [612845-44-0]

(6-Ethoxypyridin-3-yl)boronic acid

Similarity: 0.84

Chemical Structure| 1043869-98-2

A119227 [1043869-98-2]

5-Fluoro-2-methoxypyridine-4-boronic acid

Similarity: 0.81

Chemical Structure| 475275-69-5

A217914 [475275-69-5]

(5-Chloro-2-methoxypyridin-4-yl)boronic acid

Similarity: 0.81

Chemical Structure| 163105-90-6

A145477 [163105-90-6]

2-Methoxy-3-pyridineboronic acid

Similarity: 0.78

Ethers

Chemical Structure| 163105-89-3

A130822 [163105-89-3]

(6-Methoxypyridin-3-yl)boronic acid

Similarity: 0.87

Chemical Structure| 612845-44-0

A232887 [612845-44-0]

(6-Ethoxypyridin-3-yl)boronic acid

Similarity: 0.84

Chemical Structure| 1043869-98-2

A119227 [1043869-98-2]

5-Fluoro-2-methoxypyridine-4-boronic acid

Similarity: 0.81

Chemical Structure| 475275-69-5

A217914 [475275-69-5]

(5-Chloro-2-methoxypyridin-4-yl)boronic acid

Similarity: 0.81

Chemical Structure| 163105-90-6

A145477 [163105-90-6]

2-Methoxy-3-pyridineboronic acid

Similarity: 0.78

Related Parent Nucleus of
[ 762262-09-9 ]

Pyridines

Chemical Structure| 163105-89-3

A130822 [163105-89-3]

(6-Methoxypyridin-3-yl)boronic acid

Similarity: 0.87

Chemical Structure| 612845-44-0

A232887 [612845-44-0]

(6-Ethoxypyridin-3-yl)boronic acid

Similarity: 0.84

Chemical Structure| 1043869-98-2

A119227 [1043869-98-2]

5-Fluoro-2-methoxypyridine-4-boronic acid

Similarity: 0.81

Chemical Structure| 475275-69-5

A217914 [475275-69-5]

(5-Chloro-2-methoxypyridin-4-yl)boronic acid

Similarity: 0.81

Chemical Structure| 163105-90-6

A145477 [163105-90-6]

2-Methoxy-3-pyridineboronic acid

Similarity: 0.78