Home Cart 0 Sign in  
X

[ CAS No. 56523-59-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 56523-59-2
Chemical Structure| 56523-59-2
Chemical Structure| 56523-59-2
Structure of 56523-59-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 56523-59-2 ]

Related Doc. of [ 56523-59-2 ]

Alternatived Products of [ 56523-59-2 ]

Product Details of [ 56523-59-2 ]

CAS No. :56523-59-2 MDL No. :MFCD00210025
Formula : C15H29BrO2 Boiling Point : -
Linear Structure Formula :- InChI Key :OLACPKKVZSLCSI-UHFFFAOYSA-N
M.W : 321.29 Pubchem ID :552296
Synonyms :

Calculated chemistry of [ 56523-59-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 18
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.93
Num. rotatable bonds : 14
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 83.86
TPSA : 37.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.64 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.82
Log Po/w (XLOGP3) : 6.51
Log Po/w (WLOGP) : 5.54
Log Po/w (MLOGP) : 4.32
Log Po/w (SILICOS-IT) : 5.41
Consensus Log Po/w : 5.12

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 1.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -5.01
Solubility : 0.00314 mg/ml ; 0.00000979 mol/l
Class : Moderately soluble
Log S (Ali) : -7.09
Solubility : 0.0000261 mg/ml ; 0.0000000813 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -5.75
Solubility : 0.00057 mg/ml ; 0.00000177 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.15

Safety of [ 56523-59-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 56523-59-2 ]

* 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 [ 56523-59-2 ]
  • Downstream synthetic route of [ 56523-59-2 ]

[ 56523-59-2 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 4617-33-8 ]
  • [ 56523-59-2 ]
YieldReaction ConditionsOperation in experiment
88% for 6 h; Reflux 177 g (0.69 mol) of the 15-hydroxypentadecanoic acid obtained in the above step (1) was placed in a reaction vessel,577.4 g (3.43 mol) of 48percent HBr / AcOH was added. 240 ml of concentrated sulfuric acid was added at room temperature, and the mixture was refluxed for 6 hours.After cooling to room temperature, the organic layer separated with dichloromethane was washed with water, dried over magnesium sulfate (MgSO4) and concentrated in vacuo. 195 g of a white powder of 15-bromopentadecanoic acid was obtained in a yield of 88percent.
Reference: [1] Patent: KR2017/100906, 2017, A, . Location in patent: Paragraph 0124-0126
[2] Helvetica Chimica Acta, 1929, vol. 12, p. 478
[3] Synthesis, 1996, # 8, p. 1007 - 1011
  • 2
  • [ 106-02-5 ]
  • [ 56523-59-2 ]
YieldReaction ConditionsOperation in experiment
91% at 60℃; for 16 h; Autoclave; Inert atmosphere Example B-2
Preparation of 15-bromopentadecanoic acid
15-Pentadecanolide of 14.3 g (59.5 mmol), and 32percent hydrogen bromide/acetic acid solution of 24.8 g (98.0 mmol, 1.6 eq) were added to 100 mL of autoclave protected with Teflon (registered trade name).
After purging with nitrogen and sealing, the autoclave was placed in an oil bath at 60°C and stirring was carried out for 16 hours.
For the stirring, a magnetic stirrer was used.
After cooling, 14 mL of water was added, and by using 200 mL of hot hexane the mixture was transferred to a separatory funnel.
After washing with ion exchange water, it was dried over the magnesium sulfate.
After filtration, 17.4 g of the target compound was obtained by crystallization using n-hexane (yield 91percent).
Reference: [1] Australian Journal of Chemistry, 1998, vol. 51, # 7, p. 581 - 586
[2] Patent: EP2143705, 2010, A1, . Location in patent: Page/Page column 17
[3] Journal of the American Chemical Society, 2001, vol. 123, # 19, p. 4617 - 4618
[4] Angewandte Chemie - International Edition, 2005, vol. 44, # 30, p. 4731 - 4735
[5] Journal of the American Chemical Society, 2006, vol. 128, # 40, p. 13040 - 13041
[6] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816
  • 3
  • [ 41240-56-6 ]
  • [ 56523-59-2 ]
Reference: [1] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816
[2] Canadian Journal of Chemistry, 1964, vol. 42, p. 1788 - 1791
  • 4
  • [ 4617-33-8 ]
  • [ 64-17-5 ]
  • [ 98-59-9 ]
  • [ 56523-59-2 ]
Reference: [1] Patent: US5461036, 1995, A,
  • 5
  • [ 78350-13-7 ]
  • [ 56523-59-2 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 3, p. 945 - 946
  • 6
  • [ 106-02-5 ]
  • [ 64-19-7 ]
  • [ 56523-59-2 ]
  • [ 69186-31-8 ]
YieldReaction ConditionsOperation in experiment
47 %Chromat. at 60 - 100℃; for 46 h; Inert atmosphere Example B-3
Preparation of 15-bromopentadecanoic acid (open system)
To a two-necked 50 mL of flask equipped with a refluxing condenser tube and a magnetic stirrer, 15-pentadecanolide of 1. 0 g (4.2 mmol), and 32percent hydrogen bromide/acetic acid solution of 3.3g (13.1 mmol, 3.1 eq) were added.
The flask was placed in an oil bath at 60°C and stirring was carried out for 16 hours under nitrogen atmosphere.
Sampling analysis based on GC indicated that area percentage consisted of the target compound 15-bromopentadecanoic acid 10percent, the starting material 15-pentadecanolide 89percent and byproduct 15-acetoxypentadecanoic acid 1percent.
Further, after heating and stirring in an oil bath at 80°C for 8 hours, the area percentage consisted of the target compound 31percent, the starting material 65percent and byproduct 4percent.
Further, after heating and stirring in an oil bath at 100°C for 20 hours, the area percentage consisted of the target compound 42percent, the starting material 52percent, and by product 6percent.
Still further, after 32percent hydrogen bromide/acetic acid solution 3 g (11.9 mmol, 2.8 eq) were added and then the resultant was heated and stirred in an oil bath at 100°C for 2 hours, the area percentage consisted of the target compound 47percent, the starting material 47percent, and byproduct 6percent.
Reference: [1] Patent: EP2143705, 2010, A1, . Location in patent: Page/Page column 17
  • 7
  • [ 627-91-8 ]
  • [ 56523-59-2 ]
Reference: [1] Canadian Journal of Chemistry, 1964, vol. 42, p. 1788 - 1791
  • 8
  • [ 2834-05-1 ]
  • [ 56523-59-2 ]
Reference: [1] Canadian Journal of Chemistry, 1964, vol. 42, p. 1788 - 1791
  • 9
  • [ 76529-42-5 ]
  • [ 56523-59-2 ]
Reference: [1] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816
  • 10
  • [ 13362-52-2 ]
  • [ 56523-59-2 ]
Reference: [1] Helvetica Chimica Acta, 1929, vol. 12, p. 478
  • 11
  • [ 116754-58-6 ]
  • [ 56523-59-2 ]
Reference: [1] Helvetica Chimica Acta, 1929, vol. 12, p. 478
  • 12
  • [ 17351-34-7 ]
  • [ 56523-59-2 ]
Reference: [1] DRP/DRBP Org.Chem.,
  • 13
  • [ 56523-59-2 ]
  • [ 905302-44-5 ]
Reference: [1] Patent: US2013/12432, 2013, A1,
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 56523-59-2 ]

Bromides

Chemical Structure| 2623-87-2

[ 2623-87-2 ]

4-Bromobutanoic acid

Similarity: 0.95

Chemical Structure| 5454-83-1

[ 5454-83-1 ]

Methyl 5-Bromovalerate

Similarity: 0.81

Chemical Structure| 54049-24-0

[ 54049-24-0 ]

Methyl 7-bromoheptanoate

Similarity: 0.81

Chemical Structure| 14273-90-6

[ 14273-90-6 ]

Methyl 6-bromohexanoate

Similarity: 0.81

Chemical Structure| 4897-84-1

[ 4897-84-1 ]

Methyl 4-bromobutanoate

Similarity: 0.77

Carboxylic Acids

Chemical Structure| 2623-87-2

[ 2623-87-2 ]

4-Bromobutanoic acid

Similarity: 0.95

Chemical Structure| 111-16-0

[ 111-16-0 ]

Heptanedioic acid

Similarity: 0.76

Chemical Structure| 505-95-3

[ 505-95-3 ]

12-Hydroxydodecanoic acid

Similarity: 0.76

Chemical Structure| 1679-53-4

[ 1679-53-4 ]

10-Hydroxydecanoic acid

Similarity: 0.76

Chemical Structure| 1191-25-9

[ 1191-25-9 ]

6-Hydroxyhexanoic acid

Similarity: 0.76