Structure of 3452-97-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 3452-97-9 |
Formula : | C9H20O |
M.W : | 144.25 |
SMILES Code : | CC(C)(C)CC(C)CCO |
MDL No. : | MFCD00036138 |
InChI Key : | BODRLKRKPXBDBN-UHFFFAOYSA-N |
Pubchem ID : | 18938 |
GHS Pictogram: |
![]() ![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302-H313-H315-H319-H360-H373-H401-H227 |
Precautionary Statements: | P501-P273-P260-P270-P202-P210-P201-P264-P280-P302+P352-P370+P378-P312-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P403+P235-P405 |
Class: | 9 |
UN#: | 3082 |
Packing Group: | Ⅲ |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 1.0 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 46.28 |
TPSA ? Topological Polar Surface Area: Calculated from |
20.23 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.47 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.96 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.44 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.54 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.08 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.5 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.34 |
Solubility | 0.667 mg/ml ; 0.00462 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.05 |
Solubility | 0.129 mg/ml ; 0.000896 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.14 |
Solubility | 1.04 mg/ml ; 0.00721 mol/l |
Class? Solubility class: Log S scale |
Soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.08 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.81 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Examples of organoleptic alcohols and phenols include:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*... | ||
Non-limiting examples of alcohols generated from the compounds of the present invention include primary, secondary and tertiary alcohols and phenols such as:amyl alcohol;...3-methyl-but-2-en-1-ol*;3-methyl-1-pentanol;cis-3-hexenol*;cis-4-hexenol*;3,5,5-trimethyl-hexanol;3,4,5,6,6-pentamethylheptan-2-ol*;citronellol*;geraniol*;... | ||
Examples of organoleptic monoalcohols and phenols constituting the residue R- in the compounds of formula I and generated upon cleavage are:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*... |
Compounds of formula I may generate the following alcohols and phenols:amyl alcohol...3-methyl-but-2-en-1-ol*3-methyl-1-pentanolcis-3-hexenol*cis-4-hexenol*3,5,5-trimethyl-hexanol3,4,5,6,6-pentamethylheptan-2-ol*citronellol*geraniol*... |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With sulfuric acid; hydrogen bromide; In water; at 120℃; for 5h; | Specifically, 3,5,5-trimethyl hexanol 70g and 47percent bromide bromine aqueous solutionand 84g and sulfuric acid 16g to 5 hours at 120 .Hexane was added to the obtained reaction solution, washed with water three times, and then hexane was distilled off to obtain 3,5,5-trimethyl-1-bromohexane (78 molpercent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With 3,5,5-trimethyl hexanal; hydrogen; zinc(II) oxide; at 230℃; for 5h;Catalytic behavior; | A 100 mL flask equipped with a condenser packed at the bottom with MS4A was charged with 25.7 g of TMHOL as the starting material, 1.00 g (10 mol percent with respect to the starting material) of potassium hydroxide (KOH) (granular; guaranteed reagent from Wako Pure Chemical Industries, Ltd.; purity, ?85percent) as the base, and 2.5 g (9.9 mol percent with respect to the starting material) of TMHAL as the catalyst. Next, the mixture was reacted for 5 hours in an oil bath set to 230° C. while blowing (bubbling) 0.1 L/min of hydrogen gas (compressed hydrogen gas, from Toho Sakata Suiso KK) into the mixture under stirring. The mixture was then cooled to room temperature (about 23° C.), and the blowing of hydrogen gas was stopped. The product peak retention time was confirmed by GC to agree with the retention time for the reference material. The peak portion was then analyzed by GC-MS, and the molecular weight and degradation product pattern were confirmed to agree with those for the reference material. The reaction product obtained was the target substance 2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyl-1-octanol, and the yield was 90.5percent. As used herein, the ?yield? means the ratio of the amount of target product actually obtained to the amount of target product that can be obtained from the entire charged amount of the starting material, and is a value determined by the following formula. Yield (percent)=amount of target product (mol)/amount of starting material charged (mol)×2×100 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; tetrabutylammomium bromide; In water; | Preparation Example 2 Into a 2 liter glass flask, 317 g of <strong>[3452-97-9]3,5,5-trimethylhexanol</strong>, 216 g of 1,4-dibromobutane, 14.3 g of tetrabutylammonium bromide and 442 g of a 52percent by mass aqueous solution of sodium hydroxide were placed, and the reaction was allowed to proceed at 70° C. for 8 hours under stirring. After the reaction was completed, the reaction mixture was transferred to a separatory funnel, and the aqueous phase was removed by filtration. The remaining organic phase was washed with 500 ml of water 5 times. From the organic phase, 1,4-bis(3,5,5-trimethylhexoxy)butane was separated by distillation under a reduced pressure. |
A357021 [826-45-9]
Bicyclo[2.2.2]octane-1,4-diyldimethanol
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