Home Cart 0 Sign in  
X

[ CAS No. 26496-94-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 26496-94-6
Chemical Structure| 26496-94-6
Chemical Structure| 26496-94-6
Structure of 26496-94-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 26496-94-6 ]

Related Doc. of [ 26496-94-6 ]

Alternatived Products of [ 26496-94-6 ]

Product Details of [ 26496-94-6 ]

CAS No. :26496-94-6 MDL No. :MFCD03791307
Formula : C10H11BrO2 Boiling Point : -
Linear Structure Formula :- InChI Key :TWQLMAJROCNXEA-UHFFFAOYSA-N
M.W : 243.10 Pubchem ID :954261
Synonyms :

Calculated chemistry of [ 26496-94-6 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.3
Num. rotatable bonds : 4
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.36
TPSA : 26.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.51 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.69
Log Po/w (XLOGP3) : 3.2
Log Po/w (WLOGP) : 2.61
Log Po/w (MLOGP) : 2.99
Log Po/w (SILICOS-IT) : 3.06
Consensus Log Po/w : 2.91

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.44
Solubility : 0.0881 mg/ml ; 0.000362 mol/l
Class : Soluble
Log S (Ali) : -3.42
Solubility : 0.0915 mg/ml ; 0.000377 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.14
Solubility : 0.0175 mg/ml ; 0.0000721 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.84

Safety of [ 26496-94-6 ]

Signal Word:Danger Class:8
Precautionary Statements:P273-P280-P305+P351+P338-P310 UN#:1759
Hazard Statements:H314-H410 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 26496-94-6 ]

* 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.

  • Upstream synthesis route of [ 26496-94-6 ]
  • Downstream synthetic route of [ 26496-94-6 ]

[ 26496-94-6 ] Synthesis Path-Upstream   1~15

  • 1
  • [ 26496-94-6 ]
  • [ 6232-88-8 ]
Reference: [1] Chemical Communications, 2013, vol. 49, # 95, p. 11155 - 11157
  • 2
  • [ 94-08-6 ]
  • [ 26496-94-6 ]
YieldReaction ConditionsOperation in experiment
98% With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4 h; Reflux To a stirred solution of 4-Methyl-benzoic acid ethyl ester (5 g, 30.49 mmol)) in carbon tetrachloride (35 ml) was added N-bromosuccinimide (5.90 g, 33.53 mmol) and benzoyl peroxide (720 mg, 1.52 mmol). The feaction mixture was heated under reflux for 4 h. It was monitored by thin layer chromatography. The reaction mixture was cooled to room temperature and then filtered. The filtrate was evaporated under vacuo to afford color less oil (7.25 g, 98 percent).
89% With Oxone; water; potassium bromide In dichloromethane at 20℃; for 26 h; Irradiation; Sealed tube General procedure: KBr (29.8 mg, 0.25 mmol, 1.0 equiv), 1-ethyl-4-nitrobenzene (1a) (41.6 mg, 0.275 mmol, 1.1 equiv), Oxone (153.9 mg, 0.25 mmol, 1.0 equiv), CH2Cl2 (0.25 mL) and H2O (180.0 mg, 0.18 mL, 40.0 equiv) were added, in accordance with the order, to a 15-mL oven-driedtube. The reaction tube was equipped with a magnetic stir bar and sealed with a Teflon-lined cap at once after the addition of the H2O. Then, the tube was placed on a magnetic stirrer (speed 300 rpm) and irradiated with a 0.5 W LED at a distance of 5 cm for 20 h at rt. After the reaction was finished, the reaction mixture was quenched with Na2SO3. Water (15 mL) was added and the mixture extracted with CH2Cl2 (3 × 5 mL). The organic phase was combined and dried with anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give the crude product that was purified by flash column chromatography (petroleum ether/EtOAc mixtures). Compound 3a was obtained as a light yellow solid; yield: 53.6 mg (93percent).
Reference: [1] Chinese Journal of Chemistry, 2012, vol. 30, # 8, p. 1906 - 1908
[2] Patent: WO2009/109999, 2009, A1, . Location in patent: Page/Page column 68
[3] Organic Process Research and Development, 1998, vol. 2, # 4, p. 261 - 269
[4] Synthesis (Germany), 2018, vol. 50, # 24, p. 4933 - 4939
[5] Tetrahedron, 2007, vol. 63, # 36, p. 8891 - 8901
[6] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 18, p. 5270 - 5273
[7] Synlett, 2003, # 5, p. 702 - 704
[8] European Journal of Organic Chemistry, 2006, # 2, p. 483 - 488
[9] New Journal of Chemistry, 2000, vol. 24, # 12, p. 977 - 985
[10] European Journal of Medicinal Chemistry, 2003, vol. 38, # 6, p. 581 - 586
[11] Journal of the American Chemical Society, 1958, vol. 80, p. 4622,4624
[12] Journal of Medicinal Chemistry, 1989, vol. 32, # 8, p. 1757 - 1763
[13] Tetrahedron Letters, 1998, vol. 39, # 14, p. 1981 - 1984
[14] European Journal of Medicinal Chemistry, 2009, vol. 44, # 5, p. 1913 - 1920
[15] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 12, p. 3283 - 3287
[16] Chemical Communications, 2013, vol. 49, # 95, p. 11155 - 11157
[17] European Journal of Organic Chemistry, 2014, vol. 2014, # 16, p. 3402 - 3410
  • 3
  • [ 64-17-5 ]
  • [ 52780-16-2 ]
  • [ 26496-94-6 ]
Reference: [1] Journal of the American Chemical Society, 2000, vol. 122, # 31, p. 7518 - 7527
[2] Journal of the Chemical Society, 1928, p. 2576
  • 4
  • [ 94-08-6 ]
  • [ 34241-39-9 ]
  • [ 26496-94-6 ]
YieldReaction ConditionsOperation in experiment
63% With N-Bromosuccinimide In tetrachloromethane (a)
Ethyl 4-bromomethylbenzoate
To a solution of ethyl p-toluate (40.0 g, 0.24 mol) and NBS (43.44 g, 0.24 mol) in carbon tetrachloride (200 ml) heated at reflux was added 2,2'-azobis-(2-methylpropionitrile) (180 mg).
The mixture was heated at reflux for 4 h, cooled to room temperature and stirred overnight.
The white precipitate of succinimide that formed on the surface of the solution was separated and discarded.
The filtrate was concentrated and crystallisation from hexane gave ethyl 4-bromomethylbenzoate (37.23 g, 63percent) as an off white crystalline solid.
m.p. 34°-35° C.
i.r. (KBr) 3020, 2980, 1710 cm-1
deltaH (250 MHz, CDCl3) 8.00 (2H, d, J 8.4 Hz), 7.43 (2H, d, J 8.4 Hz), 4.47 (2H, s), 4.35 (2H, q, J 7.1 Hz), 1.37 (3H, t, J 7.1 Hz).
Reference: [1] Patent: US5428168, 1995, A,
  • 5
  • [ 94-08-6 ]
  • [ 26496-94-6 ]
  • [ 26496-95-7 ]
Reference: [1] Journal of Organic Chemistry, 2014, vol. 79, # 1, p. 223 - 229
[2] Tetrahedron Letters, 2006, vol. 47, # 7, p. 1097 - 1099
[3] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439
[4] Tetrahedron Letters, 2006, vol. 47, # 40, p. 7245 - 7247
[5] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 16, p. 2745 - 2752
  • 6
  • [ 874-60-2 ]
  • [ 26496-94-6 ]
Reference: [1] Journal of Medicinal Chemistry, 1989, vol. 32, # 8, p. 1757 - 1763
[2] Journal of the Chemical Society, 1928, p. 2576
  • 7
  • [ 6232-88-8 ]
  • [ 26496-94-6 ]
Reference: [1] Journal of the American Chemical Society, 2000, vol. 122, # 31, p. 7518 - 7527
  • 8
  • [ 14660-52-7 ]
  • [ 26496-94-6 ]
Reference: [1] Patent: US4804658, 1989, A,
  • 9
  • [ 2969-81-5 ]
  • [ 26496-94-6 ]
Reference: [1] Patent: US4804658, 1989, A,
  • 10
  • [ 25542-62-5 ]
  • [ 26496-94-6 ]
Reference: [1] Patent: US4804658, 1989, A,
  • 11
  • [ 99-94-5 ]
  • [ 26496-94-6 ]
Reference: [1] Chinese Journal of Chemistry, 2012, vol. 30, # 8, p. 1906 - 1908
[2] Chemical Communications, 2013, vol. 49, # 95, p. 11155 - 11157
[3] Patent: WO2009/109999, 2009, A1,
  • 12
  • [ 64-17-5 ]
  • [ 17201-43-3 ]
  • [ 26496-94-6 ]
Reference: [1] RSC Advances, 2014, vol. 4, # 57, p. 30274 - 30281
  • 13
  • [ 15852-63-8 ]
  • [ 26496-94-6 ]
Reference: [1] European Journal of Medicinal Chemistry, 2005, vol. 40, # 6, p. 563 - 581
  • 14
  • [ 64-17-5 ]
  • [ 876-07-3 ]
  • [ 26496-94-6 ]
Reference: [1] Journal of the Chemical Society, 1928, p. 2576
  • 15
  • [ 26496-94-6 ]
  • [ 366-84-7 ]
Reference: [1] Patent: CN108623488, 2018, A, . Location in patent: Paragraph 0043; 0044
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 26496-94-6 ]

Aryls

Chemical Structure| 62290-17-9

[ 62290-17-9 ]

Ethyl 3-(bromomethyl)benzoate

Similarity: 1.00

Chemical Structure| 42268-88-2

[ 42268-88-2 ]

Dimethyl 5-(bromomethyl)isophthalate

Similarity: 0.94

Chemical Structure| 1129-28-8

[ 1129-28-8 ]

Methyl 3-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 2417-72-3

[ 2417-72-3 ]

Methyl 4-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 29333-41-3

[ 29333-41-3 ]

Methyl 3,5-bis(bromomethyl)benzoate

Similarity: 0.94

Bromides

Chemical Structure| 62290-17-9

[ 62290-17-9 ]

Ethyl 3-(bromomethyl)benzoate

Similarity: 1.00

Chemical Structure| 42268-88-2

[ 42268-88-2 ]

Dimethyl 5-(bromomethyl)isophthalate

Similarity: 0.94

Chemical Structure| 1129-28-8

[ 1129-28-8 ]

Methyl 3-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 2417-72-3

[ 2417-72-3 ]

Methyl 4-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 29333-41-3

[ 29333-41-3 ]

Methyl 3,5-bis(bromomethyl)benzoate

Similarity: 0.94

Esters

Chemical Structure| 62290-17-9

[ 62290-17-9 ]

Ethyl 3-(bromomethyl)benzoate

Similarity: 1.00

Chemical Structure| 42268-88-2

[ 42268-88-2 ]

Dimethyl 5-(bromomethyl)isophthalate

Similarity: 0.94

Chemical Structure| 1129-28-8

[ 1129-28-8 ]

Methyl 3-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 2417-72-3

[ 2417-72-3 ]

Methyl 4-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 29333-41-3

[ 29333-41-3 ]

Methyl 3,5-bis(bromomethyl)benzoate

Similarity: 0.94

Benzyl Bromides

Chemical Structure| 62290-17-9

[ 62290-17-9 ]

Ethyl 3-(bromomethyl)benzoate

Similarity: 1.00

Chemical Structure| 42268-88-2

[ 42268-88-2 ]

Dimethyl 5-(bromomethyl)isophthalate

Similarity: 0.94

Chemical Structure| 1129-28-8

[ 1129-28-8 ]

Methyl 3-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 2417-72-3

[ 2417-72-3 ]

Methyl 4-(bromomethyl)benzoate

Similarity: 0.94

Chemical Structure| 29333-41-3

[ 29333-41-3 ]

Methyl 3,5-bis(bromomethyl)benzoate

Similarity: 0.94