Home Cart 0 Sign in  
X

[ CAS No. 115787-50-3 ] {[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 115787-50-3
Chemical Structure| 115787-50-3
Chemical Structure| 115787-50-3
Structure of 115787-50-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 115787-50-3 ]

Related Doc. of [ 115787-50-3 ]

Alternatived Products of [ 115787-50-3 ]

Product Details of [ 115787-50-3 ]

CAS No. :115787-50-3 MDL No. :MFCD09833486
Formula : C9H7BrO3 Boiling Point : -
Linear Structure Formula :- InChI Key :LPSGRBXPXIPMPF-UHFFFAOYSA-N
M.W : 243.05 Pubchem ID :10944618
Synonyms :
Chemical Name :5-(2-Bromoacetyl)-2-hydroxybenzaldehyde

Calculated chemistry of [ 115787-50-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.11
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.92
TPSA : 54.37 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) : -6.81 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.21
Log Po/w (XLOGP3) : 1.37
Log Po/w (WLOGP) : 1.78
Log Po/w (MLOGP) : 0.92
Log Po/w (SILICOS-IT) : 2.4
Consensus Log Po/w : 1.54

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.35
Solubility : 1.08 mg/ml ; 0.00443 mol/l
Class : Soluble
Log S (Ali) : -2.11
Solubility : 1.87 mg/ml ; 0.00768 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.98
Solubility : 0.253 mg/ml ; 0.00104 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.72

Safety of [ 115787-50-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501 UN#:3261
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 115787-50-3 ]

* 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.

  • Upstream synthesis route of [ 115787-50-3 ]
  • Downstream synthetic route of [ 115787-50-3 ]

[ 115787-50-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 90-02-8 ]
  • [ 598-21-0 ]
  • [ 115787-50-3 ]
YieldReaction ConditionsOperation in experiment
55%
Stage #1: With aluminum (III) chloride In dichloromethane at 10 - 30℃; for 1 h;
Stage #2: at 30 - 40℃; for 12 - 15 h;
Stage #3: With water In dichloromethane at 0 - 5℃;
To a suspension of aluminium chloride (4 m/m) in dichloromethane (10 volumes), was added slowly bromoacetyl bromide (1.2 m/m) at 100C and then the temperature was brought to 300C. The reaction mass was stirred at this temperature for an hour and to this was added a solution of 2-hydroxybenzaldehyde (1) in dichloromethane at 300C. The reaction mixture was stirred at 35-400C for 12-15 hours and then quenched in water at 0-50C. The dichloromethane layer was separated and distilled off. To the slurry obtained, roe-heptane was added and stirred for 15 minutes. This slurry was then filtered and the wet cake was washed with n- heptane (2 volumes).The wet cake was dried at 500C to constant weight to obtain intermediate (2a).Yield: 55percent w/wHPLC purity: 97-99percent
Reference: [1] Angewandte Chemie - International Edition, 2016, vol. 55, # 13, p. 4194 - 4198[2] Angew. Chem., 2016, vol. 128, # 13, p. 4266 - 4270,5
[3] Tetrahedron Asymmetry, 2008, vol. 19, # 15, p. 1824 - 1828
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1548 - 1552
[5] Chemical Communications, 2018, vol. 54, # 25, p. 3106 - 3109
[6] Patent: WO2007/45857, 2007, A1, . Location in patent: Page/Page column 23; Figure 2
[7] Synthesis, 1988, # 12, p. 966 - 972
[8] Chemical Communications, 2017, vol. 54, # 2, p. 168 - 171
  • 2
  • [ 22118-09-8 ]
  • [ 90-02-8 ]
  • [ 115787-50-3 ]
YieldReaction ConditionsOperation in experiment
84%
Stage #1: With aluminum (III) chloride In dichloromethane at 50℃; for 0.5 h;
Stage #2: at 40℃; for 12 h;
Anhydrous aluminum trichloride (20 g, 0.15 mol) was added to a 250 mL three-necked flask, and 15 mL of methylene chloride was added dropwise with stirring. The temperature was raised to 50 ° C, 10 mL of a methylene chloride solution of 7 g (0.045 mol) of bromoacetyl chloride was added dropwise and the mixture was stirred for 30 minutes. Salicylaldehyde (3.66 g, 0.03 mol) was dissolved in 10 mL of dichloromethane, dropped into the reaction mixture at 40 ° C. and refluxed for 12 hours. The reaction mixture was slowly poured into 120 g of crushed ice with stirring, the pH was adjusted to 4, and the mixture was stirred for 30 minutes. Then dichloromethane was added. The organic layer was separated and the aqueous layer was washed with dichloromethane (30 mL x 3). The organic phases were combined and the organic phase was washed with distilled water and brine successively, then dried over anhydrous magnesium sulfate, filtered, concentrated and dried in vacuo to give a purple oil. After stirring with 15 mL of dichloromethane, 60 mL of petroleum ether was added at 0 ° C to precipitate a light brown solid which was filtered and dried to give 6.1 g of 5-(bromoacetyl)salicylaldehyde in a yield of 84percent.
80% With aluminum (III) chloride In 1,2-dichloro-ethane at 70 - 80℃; for 36 h; (1) 250mL three-necked flask was added anhydrous aluminum chloride 200g (0.15mol)150 mL dichloroethane,The temperature was raised to 70 ° C,150 mL of a solution of 66.1 g (0.042 mol) of bromoacetyl chloride in dichloroethane was added dropwise,To be dissolved completely,Into the reaction liquid, 150 mL of dichloroethane of 36.6 g (0.03 mol) of salicylaldehyde was dropped at 70 ° C,After the dropwise addition, the temperature was raised to 80 ° C and reacted for 36 hours.The reaction solution was slowly poured into 1.0kg crushed ice with stirring,Add 100mL concentrated hydrochloric acid, the organic layer was separated,The aqueous layer was extracted with 200 mL of dichloroethane, the combined dichloroethane layers,Washed with water (300 mL × 2), washed with saturated brine (300 mL), dried over anhydrous sodium sulfate,Concentrated to give a yellow oil,Crystallization from petroleum ether-methylene chloride, filtration,Dried to give a white solid Intermediate III58g, yield 80percent;
Reference: [1] Patent: CN104557572, 2017, B, . Location in patent: Paragraph 0041; 0042; 0043; 0044
[2] Patent: CN104829468, 2017, B, . Location in patent: Paragraph 0040; 0041
[3] Synthetic Communications, 1999, vol. 29, # 12, p. 2155 - 2162
[4] Patent: WO2005/63777, 2005, A1, . Location in patent: Page/Page column 51
  • 3
  • [ 22118-09-8 ]
  • [ 90-02-8 ]
  • [ 115787-51-4 ]
  • [ 115787-50-3 ]
Reference: [1] Synthesis, 1988, # 12, p. 966 - 972
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 115787-50-3 ]

Aryls

Chemical Structure| 2491-36-3

[ 2491-36-3 ]

2-Bromo-1-(2-hydroxyphenyl)ethanone

Similarity: 0.98

Chemical Structure| 2491-38-5

[ 2491-38-5 ]

2-Bromo-1-(4-hydroxyphenyl)ethanone

Similarity: 0.94

Chemical Structure| 31949-21-0

[ 31949-21-0 ]

2-Bromo-1-(2-methoxyphenyl)ethanone

Similarity: 0.91

Chemical Structure| 5000-65-7

[ 5000-65-7 ]

2-Bromo-1-(3-methoxyphenyl)ethanone

Similarity: 0.88

Chemical Structure| 53946-87-5

[ 53946-87-5 ]

2-Bromo-1-(4-hydroxyphenyl)propan-1-one

Similarity: 0.88

Bromides

Chemical Structure| 2491-36-3

[ 2491-36-3 ]

2-Bromo-1-(2-hydroxyphenyl)ethanone

Similarity: 0.98

Chemical Structure| 2491-38-5

[ 2491-38-5 ]

2-Bromo-1-(4-hydroxyphenyl)ethanone

Similarity: 0.94

Chemical Structure| 31949-21-0

[ 31949-21-0 ]

2-Bromo-1-(2-methoxyphenyl)ethanone

Similarity: 0.91

Chemical Structure| 5000-65-7

[ 5000-65-7 ]

2-Bromo-1-(3-methoxyphenyl)ethanone

Similarity: 0.88

Chemical Structure| 53946-87-5

[ 53946-87-5 ]

2-Bromo-1-(4-hydroxyphenyl)propan-1-one

Similarity: 0.88

Aldehydes

Chemical Structure| 161876-64-8

[ 161876-64-8 ]

4-Ethyl-2-hydroxybenzaldehyde

Similarity: 0.76

Chemical Structure| 1194-98-5

[ 1194-98-5 ]

2,5-Dihydroxybenzaldehyde

Similarity: 0.73

Chemical Structure| 613-84-3

[ 613-84-3 ]

2-Hydroxy-5-methylbenzaldehyde

Similarity: 0.73

Chemical Structure| 18362-36-2

[ 18362-36-2 ]

6-Methylsalicylaldehyde

Similarity: 0.73

Chemical Structure| 854670-84-1

[ 854670-84-1 ]

2-(4-Hydroxyphenyl)-2-oxoacetaldehyde hydrate

Similarity: 0.73

Ketones

Chemical Structure| 2491-36-3

[ 2491-36-3 ]

2-Bromo-1-(2-hydroxyphenyl)ethanone

Similarity: 0.98

Chemical Structure| 2491-38-5

[ 2491-38-5 ]

2-Bromo-1-(4-hydroxyphenyl)ethanone

Similarity: 0.94

Chemical Structure| 31949-21-0

[ 31949-21-0 ]

2-Bromo-1-(2-methoxyphenyl)ethanone

Similarity: 0.91

Chemical Structure| 5000-65-7

[ 5000-65-7 ]

2-Bromo-1-(3-methoxyphenyl)ethanone

Similarity: 0.88

Chemical Structure| 53946-87-5

[ 53946-87-5 ]

2-Bromo-1-(4-hydroxyphenyl)propan-1-one

Similarity: 0.88