Home Cart Sign in  
Chemical Structure| 6980-09-2 Chemical Structure| 6980-09-2
Chemical Structure| 6980-09-2

*Storage: Inert atmosphere,Room Temperature.

*Shipping: Normal

2-Chloro-4-methoxy-3-nitropyridine

CAS No.: 6980-09-2

4.5 *For Research Use Only !

Cat. No.: A309444 Purity: 97%

Change View

Size Price

USA Stock *0-1 Day

Global Stock *5-7 Days

In Stock
250mg łÇÿ¶ÊÊ Inquiry Inquiry Login
1g łÇó¶ÊÊ Inquiry Inquiry Login
5g łÍò¶ÊÊ Inquiry Inquiry Login
10g łď˶ÊÊ Inquiry Inquiry Login
25g łÇďó¶ÊÊ Inquiry Inquiry Login
100g łÿóó¶ÊÊ Inquiry Inquiry Login

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

  • 250mg

    łÇÿ¶ÊÊ

  • 1g

    łÇó¶ÊÊ

  • 5g

    łÍò¶ÊÊ

  • 10g

    łď˶ÊÊ

  • 25g

    łÇďó¶ÊÊ

  • 100g

    łÿóó¶ÊÊ

In Stock

- +

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

  • 1-2 Day Shipping
  • High Quality
  • Technical Support Online Technical Q&A
Product Citations

Product Details of [ 6980-09-2 ]

CAS No. :6980-09-2
Formula : C6H5ClN2O3
M.W : 188.57
SMILES Code : O=[N+](C1=C(OC)C=CN=C1Cl)[O-]
MDL No. :MFCD00955756
Boiling Point : No data available
InChI Key :SVXPNTNLKOJPTK-UHFFFAOYSA-N
Pubchem ID :3778232

Safety of [ 6980-09-2 ]

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

Calculated chemistry of [ 6980-09-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 6
Fraction Csp3 0.17
Num. rotatable bonds 2
Num. H-bond acceptors 4.0
Num. H-bond donors 0.0
Molar Refractivity 44.56
TPSA ?

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

67.94 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.19
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

1.61
Log Po/w (WLOGP)?

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

1.65
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.

0.47
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

-0.13
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.96

Water Solubility

Log S (ESOL):?

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

-2.26
Solubility 1.03 mg/ml ; 0.00548 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.

-2.65
Solubility 0.423 mg/ml ; 0.00225 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

-2.15
Solubility 1.33 mg/ml ; 0.00705 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

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.

-6.31 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

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

3.0 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)

2.16

Application In Synthesis [ 6980-09-2 ]

* 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 [ 6980-09-2 ]

[ 6980-09-2 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 6980-09-2 ]
  • [ 74-89-5 ]
  • [ 1042154-36-8 ]
YieldReaction ConditionsOperation in experiment
In water; at 60.0℃; for 2.0h; A mixture of <strong>[6980-09-2]2-chloro-4-methoxy-3-nitropyridine</strong> (0.0509 mol) in methanamine in water (40%) (100 ml) was stirred at 60C for 2 hours, then poured out into ice water. The precipitate was filtered, washed with water and dried, yielding 9.1g of intermediate (20) (mp. 156C).
  • 2
  • [ 822-36-6 ]
  • [ 6980-09-2 ]
  • [ 1224884-67-6 ]
YieldReaction ConditionsOperation in experiment
28% With potassium hydroxide; In N,N-dimethyl-formamide; at 20.0℃; for 16.0h; 4-methoxy-2-(4-methyl-1H-imidazol-1-yl)-3-nitropyridine To a mixture of <strong>[6980-09-2]2-chloro-3-nitro-4-methoxypyridine</strong> (2.0 g, 10.6 mmol) and 4-methylimidazole (1.3 g, 15.9 mmol) in 20 mL of DMF was added freshly powdered KOH (0.9 g, 15 mmol). The resulting mixture was stirred at rt for 16 h. The reaction was poured into water and extracted with ethyl acetate (3*). Standard work-up followed by column chromatography using 50% ethyl acetate in hexane provided the product (0.65 g, 28% yield). MS (ESI) 235.0 [M+H]+
  • 3
  • [ 822-36-6 ]
  • [ 6980-09-2 ]
  • [ 1224884-67-6 ]
  • [ 1400898-81-8 ]
  • 4
  • [ 6980-09-2 ]
  • C16H14N6O [ No CAS ]
  • 5
  • [ 6980-09-2 ]
  • C16H14N6O [ No CAS ]
  • 10
  • [ 6980-09-2 ]
  • [ 62-53-3 ]
  • [ 1613149-06-6 ]
YieldReaction ConditionsOperation in experiment
47% With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 110.0℃; for 24.0h;Inert atmosphere; General procedure: To a mixture of 2 (3.00 g, 12.9 mmol) in toluene (30 mL) were added aniline (3.55 mL, 38.9 mmol), Tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3; 1.18 g, 1.29 mmol), 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (BINAP; 1.20 g, 1.93 mmol) and Cs2CO3 (8.42 g, 25.8 mmol), and stirred at 110 C for 24 h under argon atmosphere. After cooling at room temperature, the mixture was filtered through a pad of Celite, and the filtrate was then concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 0-50% EtOAc in n-hexane) to give 5a (1.90 g, 60%) as an orange oil.
  • 11
  • [ 6980-09-2 ]
  • [ 147081-49-0 ]
  • (R)-3-(4-methoxy-3-nitropyridin-2-ylamino)pyrrolidine-1-carboxylic acid tert-butylester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 85.0℃; for 24.0h; General procedure: To a soln. of 1-fluoro/chloro-2-nitro-(hetero)arene (BB-2, 1 eq) and Boc-protected diamine (BB-1 , 1 to 1.2 eq) in DMSO (1.5 mL/mmol) was added DIPEA (2 eq) and the soln. was heated at a given temperature for a given time (see Table 16). The rxn mixture was partitioned between EtOAc and water. The org. phase was washed with water (4x) and with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc and/or DCM/MeOH.
  • 12
  • [ 6980-09-2 ]
  • 7-methoxy-3-(R)-pyrrolidin-3-yl-1-(2-trifluoromethylbenzyl)-1,3-dihydroimidazo[4,5-b]pyridine-2-one [ No CAS ]
  • 13
  • [ 6980-09-2 ]
  • (R)-3-(3-amino-4-methoxypyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester [ No CAS ]
  • 14
  • [ 6980-09-2 ]
  • (R)-3-(7-methoxy-2-oxo-1 ,2-dihydroimidazo[4,5-b]pyridine-3-yl)pyrrolidine-1-carboxylic acid tert-butyl ester [ No CAS ]
  • 15
  • [ 6980-09-2 ]
  • (R)-3-[7-methoxy-2-oxo-1-(2-trifluoromethylbenzyl)-1,2-dihydro-imidazo[4,5-b]pyridine-3-yl]pyrrolidine-1-carboxylic acid tert-butyl ester [ No CAS ]
 

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 6980-09-2 ]

Chlorides

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 179056-94-1

A109286 [179056-94-1]

2-Chloro-4-methoxy-6-methyl-3-nitropyridine

Similarity: 0.95

Chemical Structure| 1003711-55-4

A237873 [1003711-55-4]

2-Chloro-5-methoxy-3-nitropyridine

Similarity: 0.88

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Ethers

Chemical Structure| 179056-94-1

A109286 [179056-94-1]

2-Chloro-4-methoxy-6-methyl-3-nitropyridine

Similarity: 0.95

Chemical Structure| 1003711-55-4

A237873 [1003711-55-4]

2-Chloro-5-methoxy-3-nitropyridine

Similarity: 0.88

Chemical Structure| 31872-62-5

A115235 [31872-62-5]

4-Methoxy-3-nitropyridine

Similarity: 0.80

Chemical Structure| 1796-84-5

A341212 [1796-84-5]

4-Ethoxy-3-nitropyridine

Similarity: 0.78

Chemical Structure| 38533-61-8

A338626 [38533-61-8]

2-Chloro-6-methoxy-3-nitropyridine

Similarity: 0.73

Nitroes

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 179056-94-1

A109286 [179056-94-1]

2-Chloro-4-methoxy-6-methyl-3-nitropyridine

Similarity: 0.95

Chemical Structure| 1003711-55-4

A237873 [1003711-55-4]

2-Chloro-5-methoxy-3-nitropyridine

Similarity: 0.88

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Related Parent Nucleus of
[ 6980-09-2 ]

Pyridines

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 179056-94-1

A109286 [179056-94-1]

2-Chloro-4-methoxy-6-methyl-3-nitropyridine

Similarity: 0.95

Chemical Structure| 1003711-55-4

A237873 [1003711-55-4]

2-Chloro-5-methoxy-3-nitropyridine

Similarity: 0.88

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96

Chemical Structure| 629655-23-8

A219777 [629655-23-8]

2-Chloro-3-nitropyridin-4-ol

Similarity: 0.96