Home Cart Sign in  
Chemical Structure| 1006-41-3 Chemical Structure| 1006-41-3

Structure of 1006-41-3

Chemical Structure| 1006-41-3

*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 [ 1006-41-3 ]

CAS No. :1006-41-3
Formula : C7H4BrFO2
M.W : 219.01
SMILES Code : O=C(O)C1=CC=C(F)C=C1Br
MDL No. :MFCD00055370
InChI Key :RRKPMLZRLKTDQV-UHFFFAOYSA-N
Pubchem ID :1268169

Safety of [ 1006-41-3 ]

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

Computational Chemistry of [ 1006-41-3 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 6
Fraction Csp3 0.0
Num. rotatable bonds 1
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 41.06
TPSA ?

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

37.3 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.47
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

2.27
Log Po/w (WLOGP)?

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

2.71
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.

2.79
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

2.32
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.31

Water Solubility

Log S (ESOL):?

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

-2.97
Solubility 0.237 mg/ml ; 0.00108 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.

-2.69
Solubility 0.447 mg/ml ; 0.00204 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

-2.91
Solubility 0.269 mg/ml ; 0.00123 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.

-6.02 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.

0.56

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)

1.33

Application In Synthesis of [ 1006-41-3 ]

* 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 [ 1006-41-3 ]

[ 1006-41-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1006-41-3 ]
  • 2-bromo-4-fluoro-6-nitrobenzoic acid [ No CAS ]
  • [ 1036389-83-9 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; potassium nitrate; at 0 - 20℃; for 3.16667h; Potassium nitrate (11.54 g, 114 mmol) was added portionwise to a solution of 2-bromo-4-fluorobenzoic acid (25 g, 114 mmol) in sulfuric Acid (228 mL) <n="138"/>at 0 0C over 10 min. The reaction mixture was stirred for 3 h at ambient temperature. The reaction mixture was poured onto ice. The resulting precipitate was washed with water and dried in vacuo to yield a mixture of 21A and 2-Br-4-F-6-nitrobenzoic acid (9: 1) as a white solid (19.5 g). 7 g of this solid was purified by prep HPLC (0.1% TFA, H2OMeOH, 35% to 60%) to yield 21A (5.6 g, 21.21 mmol) as a white solid. MS (ESI) m/z 262.1/264.1 (M-H)". 1H NMR (400 MHz, CD3OD) delta ppm 7.91 (d, J=10.44 Hz, 1 H) 8.61 (d, J=8.25 Hz, 1 H).;
  • 2
  • [ 1006-41-3 ]
  • [ 1036389-83-9 ]
YieldReaction ConditionsOperation in experiment
86% With sulfuric acid; nitric acid; In water; at 20℃; for 1h;Cooling with ice; Fuming nitric acid (4 ml, 45.60 mmol) was added dropwise to a mixed solution of 2-bromo-4-fluorobenzoic acid (10 g, 45.66 mmol) and concentrated sulfuric acid (34 ml) under ice-cooling.The reaction system was dripped into ice water and stirred rapidly for 1 hour. The solid was collected by filtration, washed with ice water and dried to give 10.40 g of a white solid (10.4 g), which was washed with water and evaporated to dryness to give a white solid Solid, yield 86%.
73% With sulfuric acid; nitric acid; at 0 - 20℃; for 3h; Fuming 113 nitric acid (8 mL) was added dropwise to a mixture of 114 2-bromo-4-fluorobenzoic acid (20 g, 91.2 mmol) in 115 concentrated sulfuric acid (68 mL) at 0 C. After stirring at room temperature for 3 h, the mixture was poured into ice water and stirred rapidly for 1 hour. The solid was collected by filtration, washed with water and dried to give 116 compound 16A (17.59 g, 73% yield) as a white solid: 1H NMR (400 MHz, CDCl3) delta 8.81 (d, J=8 Hz, 1H), 7.73 (d, J=10 Hz, 1H).
52% With sulfuric acid; potassium nitrate; at 0 - 20℃; for 3h; To a solution of 183 (25 g, 114 mmol) in sulfuric acid (228 mL) is added potassium nitrate (11.5 g, 114 mmol) at 0 C over 10 minutes. After stirring at room temperature for 3 hours, the mixture is poured onto ice and the solid is collected by filtration, washed with water, dned,and purified by prep-HPLC (water/MeOH with 0.1% TFA, 35% to 60%) to give 184 as a white solid (5.6 g, 52% yield). (MS: [M+Hf 265.2)
With sulfuric acid; potassium nitrate; at 0 - 20℃; for 3.16667h; Intermediate 7: 6-amino-5-fluoroisoindolin-l-one; <n="94"/>Intermediate 7A:; [00206] Potassium nitrate (11.54 g, 114 mmol) was added portionwise to a solution of 2-bromo-4-fluorobenzoic acid (25 g, 114 mmol) in sulfuric acid (228 mL) at 0 0C over 10 min. The reaction mixture was stirred for 3 h at ambient temperature. The reaction mixture was poured onto ice. The resulting precipitate was washed with water and dried in vacuo to yield a mixture of Intermediate 7 A and 2-Br-4-F-6- nitrobenzoic acid (9: 1) as a white solid (19.5 g). 7 g of this solid was purified by prep HPLC (0.1% TFA, H2OMeOH, 35% to 60%) to yield Intermediate 7A (5.6 g, 21.21 mmol) as a white solid. MS (ESI) m/z 262.1/264.1 (M-H)".
With sulfuric acid; potassium nitrate; at 0 - 20℃; for 3h; To a cooled solution of 2-bromo-4-fluorobenzoic acid (5.00 g, 22.83 mmol) in sulfuric acid (42.5 mL) at 0 C. was added potassium nitrate portionwise (2.31 g, 22.83 mmol) over 5 minutes with the resulting solution stirred at ambient temperature for 3 h. After this time the reaction mixture was poured onto ice and the resultant precipitate was filtered, washing with water and dried in vacuo for 60 h to afford a mixture of regioisomers favouring the title compound (4:1; 5.03 g, 70% yield) as an off-white solid. 1H NMR (250 MHz, DMSO-d6) delta [ppm] 8.51 (d, J=8.0 Hz, 1H), 8.17 (d, J=10.9 Hz, 1H). LCMS (Analytical Method A): Rt=0.91 min; MS (ESIPos) m/z=261.8/263.8 (M-H)-, Br isotope pattern.

 

Historical Records

Technical Information

• Alkyl Halide Occurrence • Arndt-Eistert Homologation • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hunsdiecker-Borodin Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Preparation of Carboxylic Acids • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 1006-41-3 ]

Fluorinated Building Blocks

Chemical Structure| 1003709-39-4

A170090 [1003709-39-4]

2-Bromo-4-fluoro-5-methylbenzoic acid

Similarity: 0.98

Chemical Structure| 394-28-5

A377282 [394-28-5]

2-Bromo-5-fluorobenzoic acid

Similarity: 0.98

Chemical Structure| 64695-84-7

A114704 [64695-84-7]

2-Bromo-4,5-difluorobenzoic acid

Similarity: 0.97

Chemical Structure| 1003709-54-3

A250503 [1003709-54-3]

2-Bromo-5-fluoro-4-methylbenzoic acid

Similarity: 0.95

Chemical Structure| 2252-37-1

A401580 [2252-37-1]

2-Bromo-6-fluorobenzoic acid

Similarity: 0.92

Aryls

Chemical Structure| 1003709-39-4

A170090 [1003709-39-4]

2-Bromo-4-fluoro-5-methylbenzoic acid

Similarity: 0.98

Chemical Structure| 394-28-5

A377282 [394-28-5]

2-Bromo-5-fluorobenzoic acid

Similarity: 0.98

Chemical Structure| 64695-84-7

A114704 [64695-84-7]

2-Bromo-4,5-difluorobenzoic acid

Similarity: 0.97

Chemical Structure| 1003709-54-3

A250503 [1003709-54-3]

2-Bromo-5-fluoro-4-methylbenzoic acid

Similarity: 0.95

Chemical Structure| 2252-37-1

A401580 [2252-37-1]

2-Bromo-6-fluorobenzoic acid

Similarity: 0.92

Bromides

Chemical Structure| 1003709-39-4

A170090 [1003709-39-4]

2-Bromo-4-fluoro-5-methylbenzoic acid

Similarity: 0.98

Chemical Structure| 394-28-5

A377282 [394-28-5]

2-Bromo-5-fluorobenzoic acid

Similarity: 0.98

Chemical Structure| 64695-84-7

A114704 [64695-84-7]

2-Bromo-4,5-difluorobenzoic acid

Similarity: 0.97

Chemical Structure| 1003709-54-3

A250503 [1003709-54-3]

2-Bromo-5-fluoro-4-methylbenzoic acid

Similarity: 0.95

Chemical Structure| 2252-37-1

A401580 [2252-37-1]

2-Bromo-6-fluorobenzoic acid

Similarity: 0.92

Carboxylic Acids

Chemical Structure| 1003709-39-4

A170090 [1003709-39-4]

2-Bromo-4-fluoro-5-methylbenzoic acid

Similarity: 0.98

Chemical Structure| 394-28-5

A377282 [394-28-5]

2-Bromo-5-fluorobenzoic acid

Similarity: 0.98

Chemical Structure| 64695-84-7

A114704 [64695-84-7]

2-Bromo-4,5-difluorobenzoic acid

Similarity: 0.97

Chemical Structure| 1003709-54-3

A250503 [1003709-54-3]

2-Bromo-5-fluoro-4-methylbenzoic acid

Similarity: 0.95

Chemical Structure| 2252-37-1

A401580 [2252-37-1]

2-Bromo-6-fluorobenzoic acid

Similarity: 0.92