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Chemical Structure| 99970-84-0 Chemical Structure| 99970-84-0

Structure of 99970-84-0

Chemical Structure| 99970-84-0

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Product Details of [ 99970-84-0 ]

CAS No. :99970-84-0
Formula : C12H8N2O2
M.W : 212.20
SMILES Code : O=CC1=CC(C2=NC=CC(C=O)=C2)=NC=C1
MDL No. :MFCD00667770
InChI Key :UJCACAOPZBJKIW-UHFFFAOYSA-N
Pubchem ID :4171663

Safety of [ 99970-84-0 ]

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

Computational Chemistry of [ 99970-84-0 ] Show Less

Physicochemical Properties

Num. heavy atoms 16
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 3
Num. H-bond acceptors 4.0
Num. H-bond donors 0.0
Molar Refractivity 58.24
TPSA ?

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

59.92 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.31
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

0.4
Log Po/w (WLOGP)?

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

1.77
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.

-0.4
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

2.77
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.17

Water Solubility

Log S (ESOL):?

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

-1.76
Solubility 3.65 mg/ml ; 0.0172 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.

-1.22
Solubility 12.7 mg/ml ; 0.0596 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

-4.07
Solubility 0.0179 mg/ml ; 0.0000843 mol/l
Class?

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

Moderately 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

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.

-7.31 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

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)

2.02

Application In Synthesis of [ 99970-84-0 ]

* 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 [ 99970-84-0 ]

[ 99970-84-0 ] Synthesis Path-Downstream   1~36

  • 1
  • [ 1134-35-6 ]
  • [ 99970-84-0 ]
  • [ 131362-88-4 ]
  • 2
  • [ 1134-35-6 ]
  • [ 99970-84-0 ]
  • [ 131362-91-9 ]
  • 4
  • [ 4097-89-6 ]
  • [ 99970-84-0 ]
  • [ 131385-20-1 ]
  • 5
  • [ 4097-89-6 ]
  • [ 99970-84-0 ]
  • [ 131385-20-1 ]
  • 6
  • [ 14384-45-3 ]
  • [ 99970-84-0 ]
  • C24H32N6O2 [ No CAS ]
  • 7
  • [ 14384-45-3 ]
  • [ 99970-84-0 ]
  • C24H30N6O4 [ No CAS ]
  • 8
  • [ 1779-49-3 ]
  • [ 99970-84-0 ]
  • [ 89919-15-3 ]
  • 9
  • [ 111-40-0 ]
  • [ 99970-84-0 ]
  • C32H34N10 [ No CAS ]
  • 10
  • [ 183594-86-7 ]
  • [ 99970-84-0 ]
YieldReaction ConditionsOperation in experiment
78% With sodium periodate; In tetrahydrofuran; water; at 50℃; for 20h;Inert atmosphere; The synthesis of 2 was previously published but, in this study, another synthetic route was employed. 1 (1.00 g, 3.40 mmol, 1.0 equiv.) was dissolved in 100 mL THF under N2 atmosphere. Dropwise, a solution of NaIO4 (7.27 g, 33.97 mmol, 10.0 equiv.) in H2O (100 mL) was added. The mixture was heated to 50 C for 20 h. During this time, the formation of a white suspension was observed. After this time, the solution was cooled down to room temperature and the solvent removed. The residue was dissolved in DCM and washed with H2O. The organic phase was dried over MgSO4, filtered and the solvent was removed by rotary evaporation. The product was dissolved in DCM and isolated by precipitation from pentane. The solid was obtained by filtration as apale yellow solid. Yield: 78%. Experimental data fits with the literature.
  • 11
  • [ 2609-49-6 ]
  • [ 99970-84-0 ]
  • 4,4'-bis(p-nitrostyryl)-[2,2']-bipyridine [ No CAS ]
  • 12
  • 2-Diethoxyphosphorylmethyl-5-nitrothiophene [ No CAS ]
  • [ 99970-84-0 ]
  • 4,4'-Bis-[(E)-2-(5-nitro-thiophen-2-yl)-vinyl]-[2,2']bipyridinyl [ No CAS ]
  • 13
  • [ 14384-45-3 ]
  • [ 99970-84-0 ]
  • 4,4'-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-2,2'-bipyridine [ No CAS ]
  • 14
  • [ 99970-84-0 ]
  • [ 93-05-0 ]
  • 4,4'-bis((4-diethylaminophenylimino)methyl)-[2,2']-bipyridine [ No CAS ]
  • 16
  • [ 99970-84-0 ]
  • Triphenyl-[(5Z,10Z,14Z,19Z)-5,10,15,20-tetrakis-(3,5-dimethyl-phenyl)-porphyrin-2-ylmethyl]-phosphonium; chloride [ No CAS ]
  • 4'-{(E)-2-[(5Z,10Z,14Z,19Z)-5,10,15,20-Tetrakis-(3,5-dimethyl-phenyl)-porphyrin-2-yl]-vinyl}-[2,2']bipyridinyl-4-carbaldehyde [ No CAS ]
  • 18
  • [ 625-82-1 ]
  • [ 99970-84-0 ]
  • C36H34B2F4N6 [ No CAS ]
  • 19
  • [ 1134-35-6 ]
  • [ 99970-84-0 ]
YieldReaction ConditionsOperation in experiment
45% With selenium(IV) oxide; In 1,4-dioxane; for 44h;Inert atmosphere; Reflux; General procedure: To a 100ml two-necked RB, dimethyl bipyridine 1 (500 mg, 0.00271 mol, 1.0 equiv.)was taken, added 100 mL of 1,4-dioxane drop wise and stirred to get a homogenous mixtureand the solution was purged with nitrogen for 15 min bubbling nitrogen into the dioxane withstirring. 0. 663 mg of SeO2 (2.2 equiv) was added and refluxed under N2 atmosphere for 44hours. After the completion of the reaction (Monitored by TLC), the reaction mixture waswashed with warm 1,4-dioxane for 2 to 3 minutes and filtered and 1, 4-dioxane was removedunder reduced pressure. The residue was then dissolved in hot distilled ethyl acetate, filteredand again washed with hot ethyl acetate. The ethyl acetate layer was washed with 1MNa2CO3 (250ml) to remove additional carboxylic acid. The organic layer was dried withanhydrous Na2SO4 and concentrated and the residue was purified on alumina using 60% ethylacetate in petroleum ether to afford the newly synthesized 2,2'-bipyridine 4,4'-dicarbaldehyde was thoroughly characterized by spectroscopic technique such as IR, 1HNMR, 13C NMR and HRMS.
  • 20
  • [ 67-52-7 ]
  • [ 99970-84-0 ]
  • 4'-[hydroxy-(2,4,6-trioxo-hexahydro-pyrimidin-5-yl)-methyl]-[2,2']bipyridinyl-4-carbaldehyde [ No CAS ]
  • 21
  • [ 67-52-7 ]
  • [ 99970-84-0 ]
  • 2,2'-di[4,4'-di(2,4,6-trioxa-3,5-diazacyclohexyl)methyl]pyridine [ No CAS ]
  • 22
  • [ 769-42-6 ]
  • [ 99970-84-0 ]
  • 2,2'-di[4,4'-di(2,4,6-trioxa-3,5-diaza-3,5-dimethylcyclohexyl)methyl]pyridine [ No CAS ]
  • 23
  • [ 109-73-9 ]
  • [ 99970-84-0 ]
  • Butyl-[1-{4'-[(E)-butyliminomethyl]-[2,2']bipyridinyl-4-yl}-meth-(E)-ylidene]-amine [ No CAS ]
  • 24
  • [ 2836-02-4 ]
  • [ 99970-84-0 ]
  • 4,4'-bis(dibutylaminophenylimino)-2,2'-bipyridine [ No CAS ]
  • 25
  • [ 1539-42-0 ]
  • [ 99970-84-0 ]
  • 4,4'-bis[(2,2'-dipicolylamino)methyl]-2,2'-bipyridine [ No CAS ]
  • 26
  • [ 99970-84-0 ]
  • [ 71-43-2 ]
  • 4,4'-dibenzhydryl-[2,2']bipyridinyl [ No CAS ]
  • 27
  • [ 408496-45-7 ]
  • [ 99970-84-0 ]
  • 4,4'-bis(p-octylsulfonylstyryl)-[2,2']-bipyridine [ No CAS ]
  • 28
  • [ 99970-84-0 ]
  • 4,4'-bis(butylaminomethyl)-2,2'-bipyridine [ No CAS ]
  • 29
  • [ 99970-84-0 ]
  • 4'-(2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-[2,2']bipyridinyl-4-carbaldehyde [ No CAS ]
  • 30
  • [ 99970-84-0 ]
  • C20H12N6O6 [ No CAS ]
  • 31
  • [ 99970-84-0 ]
  • C20H14N6O7 [ No CAS ]
  • 32
  • [ 99970-84-0 ]
  • C24H16N8O9 [ No CAS ]
  • 33
  • [ 99970-84-0 ]
  • 2,2'-di[4,4'-di(2,4,6-trioxa-3,5-diazacyclohexyl)methyl]pyridine [ No CAS ]
  • 36
  • [ 99970-84-0 ]
  • C24H30N6O2 [ No CAS ]
 

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