Home Cart Sign in  
Chemical Structure| 914950-66-6 Chemical Structure| 914950-66-6

Structure of 914950-66-6

Chemical Structure| 914950-66-6

*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 [ 914950-66-6 ]

CAS No. :914950-66-6
Formula : C9H7NO2
M.W : 161.16
SMILES Code : COC(=O)C1=NC(=CC=C1)C#C
MDL No. :MFCD18207403
InChI Key :ZUYYFZHPZOLVKD-UHFFFAOYSA-N
Pubchem ID :22125909

Safety of [ 914950-66-6 ]

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

Computational Chemistry of [ 914950-66-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 6
Fraction Csp3 0.11
Num. rotatable bonds 2
Num. H-bond acceptors 3.0
Num. H-bond donors 0.0
Molar Refractivity 43.45
TPSA ?

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

39.19 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.96
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

1.32
Log Po/w (WLOGP)?

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

0.93
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.

0.89
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

1.81
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.38

Water Solubility

Log S (ESOL):?

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

-1.91
Solubility 1.99 mg/ml ; 0.0123 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.

-1.74
Solubility 2.91 mg/ml ; 0.018 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

-2.17
Solubility 1.08 mg/ml ; 0.00671 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

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.

-6.35 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)

2.05

Application In Synthesis of [ 914950-66-6 ]

* 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.

  • Downstream synthetic route of [ 914950-66-6 ]

[ 914950-66-6 ] Synthesis Path-Downstream   1~15

YieldReaction ConditionsOperation in experiment
(b) Methyl 6-ethynylpyridine-2-carboxylate: In a similar manner to that of Example 57(b), starting with 2.25 g (9.6 mmol) of the compound obtained in Example 60(a), 380 mg (24%) of the expected compound are obtained in the form of a yellow powder with a melting point of 40-45 C. 1 H NMR (CDCl3) delta 3.40 (s, 1H), 4.02 (s, 3H), 7.93 (dd, 1H, J=8.1/2.0 Hz), 8.12 (d, 1H, J=8.1 Hz), 8.83 (d, 1H, J=1.9 Hz).
  • 3
  • methyl 6-((trimethylsilyl)ethynyl)picolinate [ No CAS ]
  • [ 914950-66-6 ]
YieldReaction ConditionsOperation in experiment
82% With potassium fluoride; In methanol; dichloromethane; at 20.0℃; for 12.0h; To a solution of methyl 6-((trimethylsilyl)ethynyl)picolinate 52(1.0 g, 4.23 mmol) in a mixture of CH2Cl2/MeOH (26 mL, 50:50, v/v)was added KF (0.74 g, 12.7 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc, 80/20) to afford 54(562 mg) as a brown solid in 82% yield. 1H NMR (300 MHz, CDCl3)delta 8.06 (dd, J 7.8, 0.9 Hz, 1H), 7.80 (t, J 7.8 Hz, 1H), 7.61 (dd, J 7.8,1.0 Hz, 1H), 3.97 (s, 3H), 3.18 (s, 1H). 13C NMR (75 MHz, CDCl3)delta 165.2, 148.5, 142.6, 137.4, 130.6, 124.7, 82.0, 78.6, 53.1. MS (ESI):m/z (%): 162 (100) [MH].
  • 4
  • [ 914950-66-6 ]
  • C20H19N9O [ No CAS ]
  • 5
  • [ 914950-66-6 ]
  • C20H22N10O2 [ No CAS ]
  • 6
  • [ 914950-66-6 ]
  • 3-(4-(6-carboxypyridin-2-yl)-1H-1,2,3-triazol-1-yl)-N,N-dimethylpropan-1-aminium chloride [ No CAS ]
  • 7
  • [ 914950-66-6 ]
  • C20H21N9O2 [ No CAS ]
  • 8
  • [ 914950-66-6 ]
  • N,N-dimethyl-N-(3-azidopropyl)amine hydrochloride [ No CAS ]
  • methyl 6-(1-(3-(dimethylamino)propyl)-1H-1,2,3-triazol-4-yl)picolinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20.0℃; for 24.0h; General procedure: The alkyne (6 or 7, 1.24 mmol) was dissolved in tert-butanol(10 mL) and added to a water solution (10 ml) of N,N-Dimethyl-N-(3-azidopropyl)amine hydrochloride(226 mg, 1.37 mmol), copper (II) sulphate pentahydrate (31 mg, 10% mol) and sodium ascorbate (246 mg,1.24 mmol). The resulting mixture was stirred for 24 h, at r.t. The organic solvent was removed undervacuum and the residue was diluted with saturated NaHCO3 (10 mL) and extracted with DCM(3 x 20 mL). The combined organic phases were dried over Na2SO4 and the solvent was removedunder reduced pressure. The crude was purified by flash chromatography (CHCl3/MeOH 95:5).
  • 9
  • [ 914950-66-6 ]
  • 6-ethynylpicolinohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
99% With hydrazine hydrate; In methanol; at 20.0℃; for 0.75h; General procedure: To a stirred solution of methyl ester (1.0 equiv) in MeOH (0.3 Ml)was added hydrazine monohydrate (7.0 equiv). After 45 min, the mixture was concentrated under reduced pressure without further purification.
  • 10
  • [ 914950-66-6 ]
  • 6-ethynylpicolinoyl azide [ No CAS ]
  • 11
  • [ 914950-66-6 ]
  • (±)-1-(6-ethynylpyridin-2-yl)-3-(6-oxo-1,2,3,4,6,10bhexahydropyrido[2,1-a]isoindol-10-yl)urea [ No CAS ]
  • 12
  • [ 914950-66-6 ]
  • (±)-1-(6-oxo-1,2,3,4,6,10b-hexahydropyrido[2,1-a]isoindol-10-yl)-3-(6-(1-(2-((1,2,3,4-tetrahydroacridin-9-yl)amino)ethyl)-1H-1,2,3-triazol-4-yl)pyridin-2-yl)urea [ No CAS ]
  • 13
  • [ 914950-66-6 ]
  • 6-(1-siopropyl-1H-1,2,3-trizaol-4-yl)picolinic acid [ No CAS ]
  • 14
  • [ 914950-66-6 ]
  • C54H48N18O3 [ No CAS ]
  • 15
  • [ 914950-66-6 ]
  • [ 691-57-6 ]
  • methyl 6-(1-isopropyl-1H-1,2,3-trizaol-4-yl)picolinate [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 914950-66-6 ]

Alkynyls

Chemical Structure| 1379302-65-4

A396661 [1379302-65-4]

Ethyl 6-ethynylpicolinate

Similarity: 0.97

Chemical Structure| 17880-61-4

A123049 [17880-61-4]

Methyl 5-ethynylpicolinate

Similarity: 0.77

Chemical Structure| 1256810-92-0

A134504 [1256810-92-0]

Methyl 2-ethynylisonicotinate

Similarity: 0.73

Chemical Structure| 17880-57-8

A350218 [17880-57-8]

5-Ethynylpicolinic acid

Similarity: 0.70

Chemical Structure| 216444-00-7

A562410 [216444-00-7]

Methyl 6-ethynylnicotinate

Similarity: 0.61

Esters

Chemical Structure| 1379302-65-4

A396661 [1379302-65-4]

Ethyl 6-ethynylpicolinate

Similarity: 0.97

Chemical Structure| 13602-11-4

A441856 [13602-11-4]

Methyl 6-methylpyridine-2-carboxylate

Similarity: 0.89

Chemical Structure| 103931-19-7

A149803 [103931-19-7]

Methyl 6-ethylpicolinate

Similarity: 0.85

Chemical Structure| 69950-65-8

A164550 [69950-65-8]

Methyl 6-formyl-2-pyridinecarboxylate

Similarity: 0.85

Chemical Structure| 98436-83-0

A341806 [98436-83-0]

Methyl 6-cyanopicolinate

Similarity: 0.83

Related Parent Nucleus of
[ 914950-66-6 ]

Pyridines

Chemical Structure| 1379302-65-4

A396661 [1379302-65-4]

Ethyl 6-ethynylpicolinate

Similarity: 0.97

Chemical Structure| 13602-11-4

A441856 [13602-11-4]

Methyl 6-methylpyridine-2-carboxylate

Similarity: 0.89

Chemical Structure| 103931-19-7

A149803 [103931-19-7]

Methyl 6-ethylpicolinate

Similarity: 0.85

Chemical Structure| 69950-65-8

A164550 [69950-65-8]

Methyl 6-formyl-2-pyridinecarboxylate

Similarity: 0.85

Chemical Structure| 98436-83-0

A341806 [98436-83-0]

Methyl 6-cyanopicolinate

Similarity: 0.83