Home Cart 0 Sign in  

[ CAS No. 162358-05-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 162358-05-6
Chemical Structure| 162358-05-6
Structure of 162358-05-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 162358-05-6 ]

Related Doc. of [ 162358-05-6 ]

Alternatived Products of [ 162358-05-6 ]

Product Details of [ 162358-05-6 ]

CAS No. :162358-05-6 MDL No. :MFCD09753531
Formula : C16H26O Boiling Point : -
Linear Structure Formula :- InChI Key :BUVAWTAMOZOVNN-UHFFFAOYSA-N
M.W : 234.38 Pubchem ID :11310876
Synonyms :

Calculated chemistry of [ 162358-05-6 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.62
Num. rotatable bonds : 9
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 75.99
TPSA : 20.23 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.55 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.45
Log Po/w (XLOGP3) : 5.88
Log Po/w (WLOGP) : 4.12
Log Po/w (MLOGP) : 4.1
Log Po/w (SILICOS-IT) : 5.13
Consensus Log Po/w : 4.54

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.66
Solubility : 0.00507 mg/ml ; 0.0000216 mol/l
Class : Moderately soluble
Log S (Ali) : -6.08
Solubility : 0.000196 mg/ml ; 0.000000836 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -5.86
Solubility : 0.000324 mg/ml ; 0.00000138 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 3.0
Synthetic accessibility : 1.85

Safety of [ 162358-05-6 ]

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 [ 162358-05-6 ]

* 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 [ 162358-05-6 ]
  • Downstream synthetic route of [ 162358-05-6 ]

[ 162358-05-6 ] Synthesis Path-Upstream   1~14

  • 1
  • [ 162358-05-6 ]
  • [ 162358-07-8 ]
YieldReaction ConditionsOperation in experiment
112 g With sodium iodide In butanone at 0.8 - 0.85℃; for 0.666667 h; Example 7
Preparation of Compound of Formula VIII
In a round bottom flask, 1320 ml of methyl ethyl ketone and 110 g of compound of Formula VI were charged. The reaction mass was stirred for about 10 min. 58.04 gm of sodium iodide was added to the reaction mass and stirred for about 10 minutes. The reaction mass was heated at about 80-85° C. for about 30 minutes and cooled at about 25-30° C. Water was slowly added to the reaction mass and stirred for about 20 minutes. The organic layer was separated and washed with 550 ml of 5percent sodium metabisulphite solution. The organic layer was separated and 11 gm activated charcoal was added to the reaction mass and the reaction mass was stirred for about 30 minutes. The reaction mass was filtered though hyflo bed and the hyflo bed was washed with 110 ml of methyl ethyl ketone. The solvent was distilled out under vacuum and degassed to get 112 gm of compound of Formula VIII
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3950 - 3952
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 15, p. 2946 - 2961
[3] Patent: US2014/235895, 2014, A1,
[4] Patent: US2015/18578, 2015, A1, . Location in patent: Paragraph 0190
[5] Patent: WO2015/92809, 2015, A2,
[6] Organic and Biomolecular Chemistry, 2016, vol. 14, # 20, p. 4605 - 4616
  • 2
  • [ 288-32-4 ]
  • [ 162358-05-6 ]
  • [ 162358-07-8 ]
Reference: [1] Patent: US5948820, 1999, A,
  • 3
  • [ 162358-04-5 ]
  • [ 162358-05-6 ]
YieldReaction ConditionsOperation in experiment
92% With sodium methylate In methanol for 6 h; Reflux 4-Octylphenethyl Alcohol. To a solution of 4-octylphenethyl acetate (500 mg, 1.81 mmol) in MeOH (10 mL) was added sodium methoxide (195 mg, 3.61 mmol). The mixture was heated at reflux for 6 h, evaporated, and partitioned between EtOAc and water. The organic layer was separated and washed with brine. The solution was dried over Na2S04 and evaporated to provide 4-octylphenethyl alcohol (390 mg, 92percent) as a yellow oil; 1H NMR (400 MHz, CDCI3) δ 0.88 (t, J = 6.8 Hz, 3H), 1.22-1.30 (m, 10H), 1.55-1.63 (m, 2H), 2.57 (t, J = 7.8 Hz, 2H), 2.83 (t, J = 6.6 Hz, 2H), 3.84 (t, J = 6.6 Hz, 2H), 7.11 (s, 4H).
117 g With sodium hydroxide In methanol; water at 0.2 - 0.3℃; Example 5
Preparation of Compound of Formula VI
In a round bottom flask, 310 ml of methanol was added to which 105 g of compound of Formula V, obtained as in Example 4, was added. The reaction mass was cooled to about mass to about 20-30° C. and 50percent sodium hydroxide was added and reaction mass was stirred at about 20-30° C. The reaction mass was concentrated under vacuum at about 45-50° C. and the residue cooled to about 25-30° C. Ethyl acetate was added to above residue and the reaction mass was stirred for about 10 min. 200 ml of water was added to reaction mass and pH of reaction mass was adjusted to about 7-8 by adding 7percent sodium bicarbonate solution. The organic layer was separated and distilled out completely under vacuum and degassed to get 117 gm of compound of Formula VI.
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3950 - 3952
[2] Chemical Communications, 2013, vol. 49, # 21, p. 2136 - 2138
[3] Patent: WO2014/118556, 2014, A2, . Location in patent: Page/Page column 50
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 15, p. 2946 - 2961
[5] Patent: US2014/235895, 2014, A1, . Location in patent: Paragraph 0253
[6] Patent: US2015/18578, 2015, A1, . Location in patent: Paragraph 0188
  • 4
  • [ 111-64-8 ]
  • [ 162358-05-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 15, p. 2946 - 2961
[2] Chemical Communications, 2013, vol. 49, # 21, p. 2136 - 2138
[3] Patent: WO2014/118556, 2014, A2,
[4] Patent: US2014/235895, 2014, A1,
[5] Patent: US2015/18578, 2015, A1,
  • 5
  • [ 162358-03-4 ]
  • [ 162358-05-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 15, p. 2946 - 2961
[2] Chemical Communications, 2013, vol. 49, # 21, p. 2136 - 2138
[3] Patent: WO2014/118556, 2014, A2,
[4] Patent: US2014/235895, 2014, A1,
[5] Patent: US2015/18578, 2015, A1,
  • 6
  • [ 103-45-7 ]
  • [ 162358-05-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 15, p. 2946 - 2961
[2] Chemical Communications, 2013, vol. 49, # 21, p. 2136 - 2138
[3] Patent: WO2014/118556, 2014, A2,
[4] Patent: US2015/18578, 2015, A1,
  • 7
  • [ 17049-49-9 ]
  • [ 712223-57-9 ]
  • [ 162358-05-6 ]
  • [ 162358-04-5 ]
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3950 - 3952
  • 8
  • [ 219307-07-0 ]
  • [ 7440-44-0 ]
  • [ 162358-05-6 ]
Reference: [1] Patent: US2002/72635, 2002, A1,
  • 9
  • [ 501-94-0 ]
  • [ 162358-05-6 ]
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3950 - 3952
  • 10
  • [ 58556-55-1 ]
  • [ 162358-05-6 ]
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3950 - 3952
  • 11
  • [ 52914-23-5 ]
  • [ 162358-05-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 20, p. 4605 - 4616
  • 12
  • [ 629-05-0 ]
  • [ 162358-05-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 20, p. 4605 - 4616
  • 13
  • [ 122-79-2 ]
  • [ 162358-05-6 ]
Reference: [1] Patent: US2014/235895, 2014, A1,
  • 14
  • [ 219307-07-0 ]
  • [ 162358-05-6 ]
Reference: [1] Patent: US2015/18578, 2015, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 162358-05-6 ]

Aryls

Chemical Structure| 3360-41-6

[ 3360-41-6 ]

4-Phenylbutan-1-ol

Similarity: 0.95

Chemical Structure| 1875-89-4

[ 1875-89-4 ]

2-(m-Tolyl)ethanol

Similarity: 0.95

Chemical Structure| 699-02-5

[ 699-02-5 ]

2-(p-Tolyl)ethanol

Similarity: 0.95

Chemical Structure| 60-12-8

[ 60-12-8 ]

2-Phenylethanol

Similarity: 0.95

Chemical Structure| 22436-06-2

[ 22436-06-2 ]

(S)-2-Methyl-3-phenylpropan-1-ol

Similarity: 0.92

Alcohols

Chemical Structure| 3360-41-6

[ 3360-41-6 ]

4-Phenylbutan-1-ol

Similarity: 0.95

Chemical Structure| 1875-89-4

[ 1875-89-4 ]

2-(m-Tolyl)ethanol

Similarity: 0.95

Chemical Structure| 699-02-5

[ 699-02-5 ]

2-(p-Tolyl)ethanol

Similarity: 0.95

Chemical Structure| 60-12-8

[ 60-12-8 ]

2-Phenylethanol

Similarity: 0.95

Chemical Structure| 22436-06-2

[ 22436-06-2 ]

(S)-2-Methyl-3-phenylpropan-1-ol

Similarity: 0.92