Home Cart Sign in  
Chemical Structure| 7697-28-1 Chemical Structure| 7697-28-1

Structure of 7697-28-1

Chemical Structure| 7697-28-1

*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 [ 7697-28-1 ]

CAS No. :7697-28-1
Formula : C8H7BrO2
M.W : 215.04
SMILES Code : O=C(O)C1=CC=C(Br)C(C)=C1
MDL No. :MFCD00039526
InChI Key :KWVXDZLVCISXIB-UHFFFAOYSA-N
Pubchem ID :82131

Safety of [ 7697-28-1 ]

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

Computational Chemistry of [ 7697-28-1 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 6
Fraction Csp3 0.12
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 46.07
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.

1.64
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

2.74
Log Po/w (WLOGP)?

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

2.46
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.

2.67
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

2.35
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.37

Water Solubility

Log S (ESOL):?

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

-3.24
Solubility 0.125 mg/ml ; 0.000579 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.

-3.18
Solubility 0.143 mg/ml ; 0.000664 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

-3.02
Solubility 0.207 mg/ml ; 0.000962 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.

-5.67 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)

1.29

Application In Synthesis of [ 7697-28-1 ]

* 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 [ 7697-28-1 ]

[ 7697-28-1 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 99-04-7 ]
  • [ 7697-28-1 ]
  • [ 6967-82-4 ]
  • 3
  • [ 7726-95-6 ]
  • [ 99-04-7 ]
  • [ 7697-28-1 ]
  • [ 6967-82-4 ]
  • 4
  • [ 7697-28-1 ]
  • sodium amalgam [ No CAS ]
  • [ 78775-11-8 ]
  • 5
  • [ 1336-21-6 ]
  • [ 79-37-8 ]
  • [ 7697-28-1 ]
  • [ 170229-98-8 ]
YieldReaction ConditionsOperation in experiment
8.9g (89%) In N-methyl-acetamide; methanol; dichloromethane; water; EXAMPLE 21 N- (3, 4-Dimethyl-5-isoxazolyl) -2'-›(formylamino)[methyl]-4'-(2-oxazolyl)›1,1'-[biphenyl]-2-sulfonamide STR48 A. 4-Bromo-3-methylbenzamide To a solution of 10 g (46.5 mmol) of 4-bromo-3-methyl benzoic acid in 200 mL of dichloromethane under argon, 30 mL of 2M solution of oxalyl chloride in dichloromethane w as added. Four drops of dimethylformamide was then added and the mixture was stirred at room temperature for 1 hour. The soltion was evaporated and dried in vacuo. The residue was dissolved in 100 mL of methanol, and 25 mL of 28% aqueous ammonium hydroxide was added to the mixture. The solution was stirred at room temperature for 3 hours, and then diluted with 500 mL of water. The resulting white solid was filtered, washed with water and dried to afford 8.9g (89%) of compound A.
  • 6
  • [ 7697-28-1 ]
  • [ 16419-60-6 ]
  • [ 69535-85-9 ]
YieldReaction ConditionsOperation in experiment
95% With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate; In water; at 50 - 120℃; for 0.166667h;Microwave irradiation; In a 35 mL microwave reaction vessel, commercially available 4-bromo-3- methylbenzoic acid (0.2 g, 0.93 mmol), o-tolylboronic acid (0.151 g, 1.12 mmol) and Na2HPO4 (0.66 g, 4.65 mmol) were sequentially added. H20 (6.0 mL) was added and the mixture stirred at 50 C to dissolve most of the materials. Bis-(disodium 2-aminopyrimidine-4,6-diolate) palladium acetate [prepared as described in I Am. Chem. Soc. 2009, 131, 16346-1 6347] (0.01 M in Pd(II),1.50 mL, 0.0 15 mmol) was added to the reaction and the tube was heated to 120 C under microwave irradiation for 10 mm, under vigorous stirring. After cooling to r.t., the reaction was partitioned between 1.0 M HC1 solution (100 mL) and EtOAc (100 mL). The organic layer was separated, dried over Na2504, filtered and concentrated affording a solid residue (0.304 g). Purification by typical silica gel flash chromatography (CH2C12) afforded the pure titlecompound (0. 20 g, 95%) as a white wax. R= 2.20 mm. MS (ESI) m/z: 225 [M-Hf. ?H NMR (DMSO-d6): oe 12.90 (s, 1H), 7.90 (d, 1H, J= 1.0 hz), 7.80 (dd, 1H, J= 7.9, 1.6 Hz), 7.35-7.23 (m, 3H), 7.19 (d, 1H, J= 7.9 Hz), 7.07 (dd, 1H, J= 7.5, 1.4 Hz), 2.04 (s, 3H), 1.99 (s, 3H).
  • 8
  • [ 263400-88-0 ]
  • [ 7697-28-1 ]
  • 1-bromo-4-(3-methanesulfonylpropoxy)-2-methylbenzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
1.27 g With potassium carbonate; In N,N-dimethyl-formamide; at 95℃; for 2h;Inert atmosphere; A mixture of crude 3-(methylsulfonyl)propyl-p-toluenesulfonate 24b (1.87 g, 6.42 mmol), 4-bromo-3-methylbenzoic acid (1.0 g, 5.34 mmol) and potassium carbonate (1.47g, 10.68 mmol) was dissolved in 20 mL of N, N-dimethylformamide, heated to 95 C and stirred for 2 hours. The aqueous phase was extracted with ethyl acetate (30 mL of X2) and the organic phases were combined, washed sequentially with water (30 mL of X3), saturated sodium chloride solution (30 mL), and the mixture was extracted with ethyl acetate (50 mL) and stirred for 30 min. Dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography using eluent system B to give the title product bromo-2-methyl-4-(3-(methylsulfonyl)propoxy)benzene 24c (1.27 g, yellow solid), yield: 77.4%.
  • 9
  • [ 7697-28-1 ]
  • [ 197223-39-5 ]
  • 3',5'‐di‐tert‐butyl‐2‐methyl‐(1,1'‐biphenyl)‐4‐carboxylic acid [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 7697-28-1 ]

Aryls

Chemical Structure| 790230-04-5

A158914 [790230-04-5]

4-Bromo-3-(hydroxymethyl)benzoic acid

Similarity: 0.98

Chemical Structure| 6967-82-4

A110542 [6967-82-4]

2-Bromo-5-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 53663-39-1

A125553 [53663-39-1]

2-Bromo-3-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 7697-27-0

A193936 [7697-27-0]

2-Bromo-4-methylbenzoic acid

Similarity: 0.94

Chemical Structure| 586-76-5

A173445 [586-76-5]

4-Bromobenzoic acid

Similarity: 0.93

Bromides

Chemical Structure| 790230-04-5

A158914 [790230-04-5]

4-Bromo-3-(hydroxymethyl)benzoic acid

Similarity: 0.98

Chemical Structure| 6967-82-4

A110542 [6967-82-4]

2-Bromo-5-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 53663-39-1

A125553 [53663-39-1]

2-Bromo-3-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 7697-27-0

A193936 [7697-27-0]

2-Bromo-4-methylbenzoic acid

Similarity: 0.94

Chemical Structure| 586-76-5

A173445 [586-76-5]

4-Bromobenzoic acid

Similarity: 0.93

Carboxylic Acids

Chemical Structure| 790230-04-5

A158914 [790230-04-5]

4-Bromo-3-(hydroxymethyl)benzoic acid

Similarity: 0.98

Chemical Structure| 6967-82-4

A110542 [6967-82-4]

2-Bromo-5-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 53663-39-1

A125553 [53663-39-1]

2-Bromo-3-methylbenzoic acid

Similarity: 0.96

Chemical Structure| 7697-27-0

A193936 [7697-27-0]

2-Bromo-4-methylbenzoic acid

Similarity: 0.94

Chemical Structure| 586-76-5

A173445 [586-76-5]

4-Bromobenzoic acid

Similarity: 0.93