Home Cart Sign in  
Chemical Structure| 1083169-00-9 Chemical Structure| 1083169-00-9

Structure of 1083169-00-9

Chemical Structure| 1083169-00-9

*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 [ 1083169-00-9 ]

CAS No. :1083169-00-9
Formula : C7H8BrNO
M.W : 202.05
SMILES Code : COC1=NC(C)=CC(Br)=C1
MDL No. :MFCD16610113
InChI Key :MNMVHRSZHDBLMP-UHFFFAOYSA-N
Pubchem ID :68724343

Safety of [ 1083169-00-9 ]

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

Computational Chemistry of [ 1083169-00-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 10
Num. arom. heavy atoms 6
Fraction Csp3 0.29
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 43.4
TPSA ?

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

22.12 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.13
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

2.25
Log Po/w (WLOGP)?

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

2.16
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.

1.65
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

2.46
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.13

Water Solubility

Log S (ESOL):?

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

-2.89
Solubility 0.261 mg/ml ; 0.00129 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.

-2.35
Solubility 0.901 mg/ml ; 0.00446 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

-3.4
Solubility 0.081 mg/ml ; 0.000401 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.

-5.93 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<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)

1.83

Application In Synthesis of [ 1083169-00-9 ]

* 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 [ 1083169-00-9 ]

[ 1083169-00-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1083169-00-9 ]
  • [ 109431-87-0 ]
  • C16H24N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% Sodium hydride (CAS: 7646-69-7; 60% dispersion in mineral oil, 0.32 g, 8.01 mmol) was added to a stirred solution of (37?)-l-(Boc)-3-hydroxypyrrolidine (CAS: 109431- 87-0; 1.5 g, 8.01 mmol) in DMF (6.4 mL) at 0 C and the mixture was stirred for 30 min. Then the mixture was allowed to warm to rt and a solution of 4-bromo-2- methoxy-6-methylpyridine (CAS: 1083169-00-9; 1.48 mL, 8.01 mmol) was added dropwise. The mixture was stirred at 60 C for 16 h. After cooling to rt, water was added and the mixture was extracted with EtOAc. The organic layer was dried (Na2S04), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica; EtOAc in heptane, gradient from 0/100 to 30/70). The desired fractions were collected and concentrated in vacuo to yield intermediate 4d as a colorless oil (1.67 g, 67%).
Sodium hydride (341.8 mg, 8.55 mmol) was added to a stirred solution of (3S)-l-Boc- 3-hydroxypyrrolidine (CAS: 109431-87-0, 1600 mg, 8.55 mmol) in DMF (4.12 mL) at 0 C and the mixture was stirred for 30 min. Then the mixture was allowed to warm to rt and a solution of 4-chloro-2,6-dimethylpyridine (CAS: 3512-75-2, 1.09 mL, 8.55 mmol) in DMF (2.78 mL) was added dropwise. The mixture was stirred at rt for 16 h and then at 60 C for 6 h. After cooling to rt, water was added and the mixture was extracted with EtOAc. The organic layer was dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, EtOAc in heptane: 0/100 to 30/70). The desired fractions were collected and concentrated in vacuo to yield intermediate 44 (1670 mg, 67%) as a colorless oil.; Intermediate 46 was prepared following an analogous procedure to the one described for the synthesis of intermediate 44 using (3R)-l-Boc-3-hydroxypyrrolidine (CAS: 109431 -87-0) and 4-bromo-2-methoxy-6-methylpyridine (CAS : 1083169-00-9) as starting materials.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 1083169-00-9 ]

Bromides

Chemical Structure| 865156-59-8

A178291 [865156-59-8]

4-Bromo-6-methylpyridin-2-ol

Similarity: 0.91

Chemical Structure| 100367-39-3

A131995 [100367-39-3]

4-Bromo-2-methoxypyridine

Similarity: 0.86

Chemical Structure| 269058-49-3

A177525 [269058-49-3]

3-Bromo-6-methoxypicolinaldehyde

Similarity: 0.85

Chemical Structure| 54923-31-8

A172610 [54923-31-8]

5-Bromo-6-methylpyridin-2-ol

Similarity: 0.84

Chemical Structure| 57883-26-8

A216237 [57883-26-8]

4-Bromo-2-ethoxypyridine

Similarity: 0.83

Ethers

Chemical Structure| 100367-39-3

A131995 [100367-39-3]

4-Bromo-2-methoxypyridine

Similarity: 0.86

Chemical Structure| 269058-49-3

A177525 [269058-49-3]

3-Bromo-6-methoxypicolinaldehyde

Similarity: 0.85

Chemical Structure| 57883-26-8

A216237 [57883-26-8]

4-Bromo-2-ethoxypyridine

Similarity: 0.83

Chemical Structure| 717843-47-5

A112641 [717843-47-5]

3-Bromo-2-methoxy-6-methylpyridine

Similarity: 0.83

Chemical Structure| 1289131-55-0

A106512 [1289131-55-0]

4-Bromo-2-(2-methoxyethoxy)pyridine

Similarity: 0.82

Related Parent Nucleus of
[ 1083169-00-9 ]

Pyridines

Chemical Structure| 865156-59-8

A178291 [865156-59-8]

4-Bromo-6-methylpyridin-2-ol

Similarity: 0.91

Chemical Structure| 100367-39-3

A131995 [100367-39-3]

4-Bromo-2-methoxypyridine

Similarity: 0.86

Chemical Structure| 269058-49-3

A177525 [269058-49-3]

3-Bromo-6-methoxypicolinaldehyde

Similarity: 0.85

Chemical Structure| 54923-31-8

A172610 [54923-31-8]

5-Bromo-6-methylpyridin-2-ol

Similarity: 0.84

Chemical Structure| 57883-26-8

A216237 [57883-26-8]

4-Bromo-2-ethoxypyridine

Similarity: 0.83