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Chemical Structure| 707-37-9 Chemical Structure| 707-37-9

Structure of 707-37-9

Chemical Structure| 707-37-9

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Product Details of [ 707-37-9 ]

CAS No. :707-37-9
Formula : C12H20O
M.W : 180.29
SMILES Code : OC12CC3(C)CC(C2)(C)CC(C3)C1
MDL No. :MFCD00074775
InChI Key :LBWCITVBZLTEKW-UHFFFAOYSA-N
Pubchem ID :265793

Safety of [ 707-37-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 707-37-9 ] Show Less

Physicochemical Properties

Num. heavy atoms 13
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 0
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 54.14
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

20.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.47
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.54
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.73
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

3.02
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

3.0
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.95

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.19
Solubility 0.117 mg/ml ; 0.000649 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.65
Solubility 0.0404 mg/ml ; 0.000224 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-2.58
Solubility 0.471 mg/ml ; 0.00261 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

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)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

Yes
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-4.89 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<2.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

3.89

Application In Synthesis of [ 707-37-9 ]

* 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.

  • Downstream synthetic route of [ 707-37-9 ]

[ 707-37-9 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 702-79-4 ]
  • [ 707-37-9 ]
YieldReaction ConditionsOperation in experiment
48.7%Chromat. With ozone; In dichloromethane; at 2 - 10℃; for 10h; Into a 300 mL round bottom flask, 3.28 g of DMA and 240 mL of dichloromethane were placed, a stirrer was put, and stirring was carried out using a magnetic stirrer.The flask was equipped with a thermometer and a glass gas introduction pipe, and the gas was passed through a cooling pipe, passed through a water trap, an ozone decomposition column, and exhausted. Cooling was carried out in the range of 2 to 10 C., and reaction was carried out while blowing ozone-containing gas through a glass tube.Conditions of the ozone generator are as follows. Ozone generator IO-4-2 made by Japan Ozone is flowed with oxygen at 6 L / h, the discharge voltage is 60 V, the discharge current is 2.5 A, and the concentration of the ozone-containing gas is measured Although it corresponds to DMA, it corresponds to a condition to distribute a large excess of ozone.A small amount of sampling was carried out every hour after starting the reaction, and the reaction was continued while tracking the composition change by GC-FID analysis.When 10 hours passed, DMA was 40.2 area% by area percentage method, DMAO was 47.8 area%, DMAD was 1.9 area%, with respect to the sum of peak areas other than acetic acid used as a solvent.When <strong>[702-79-4]1,3-dimethyladamantane</strong> was oxidized with ozone in dichloromethane solvent, the reaction was difficult to proceed.Google Translate for Business:Translator ToolkitWebsite TranslatorGlobal Mark
Take 50g of <strong>[702-79-4]1,3-dimethyl adamantane</strong> into a three-neck bottle, Add 100ml of 1,2-dichloroethane, 53.5 g of bromine was added dropwise at room temperature. After the dropwise addition, the reaction solution was heated to 40 C for 2 hours. Add 80ml of water in one time, heat to 80 C and cool to room temperature during the reaction. Phase,The organic phase was washed with 5% sodium bisulfite. Wash with saturated sodium chloride solution, dry, A solution of 3,5-dimethyl-1-adamantanol in 1,2-dichloroethane was obtained by filtration.
  • 3
  • [ 702-79-4 ]
  • [ 707-37-9 ]
  • [ 10347-01-0 ]
YieldReaction ConditionsOperation in experiment
7.3%Chromat.; 68.4%Chromat. With N-hydroxyphthalimide; cobalt(II) acetate; ozone; acetic acid; at 38 - 46℃; for 8h; In a 100 mL round bottom flask, 12.9 g of DMA, 0.12 g of cobalt (II) acetate tetrahydrate, 1.02 g of NHPI and 52.45 g of acetic acid were charged, a stirrer was placed, and stirred Was carried out.The flask was equipped with a thermometer and a glass gas introduction pipe, and the gas was passed through a cooling pipe, passed through a water trap, an ozone decomposition column, and exhausted.Heating to 40 C. was carried out and a reaction was carried out while maintaining the temperature in the range of 38 to 46 C. while blowing ozone-containing gas containing ozone equivalent to 4.9 g / h through a glass tube.A small amount of sampling was carried out at the time when 2, 4, 6, 8 hours passed since the start of the reaction, and the reaction was continued while tracking the composition change by GC-FID analysis.After 8 hours, DMAO was 7.3 area% by area percentage method, DMAD was 68.4 area%, and DMA was not detected with respect to the sum of peak areas other than acetic acid used for solvent.
50.1%Chromat.; 21%Chromat. With ozone; acetic acid; at 10 - 20℃; for 15h; The same procedure as in Comparative Example 1 was carried out except that 130 mL of acetic acid containing 50% of water was charged as a solvent and the reaction was carried out while maintaining the reaction temperature in the range of 10 to 20 C.After 5, 10, and 15 hours from the start of the reaction, a small amount of sampling was carried out and the reaction was continued while tracking the composition change by GC-FID analysis.When 15 hours passed, DMA was 0.7 area% by area percentage method, DMAO was 50.1 area%, DMAD was 21.0 area%, with respect to the sum of peak areas other than acetic acid used for the solvent.
  • 4
  • [ 702-79-4 ]
  • [ 33794-98-8 ]
  • [ 707-37-9 ]
  • [ 10347-01-0 ]
  • 6
  • [ 702-79-4 ]
  • [ 105-53-3 ]
  • 2-(3,5-dimethyladamantyl)-2-oxoethanoate [ No CAS ]
  • diethyl 2-(3,5-dimethyladamantyl)fumarate [ No CAS ]
  • diethyl 2-(3,5-dimethyladamantyl)maleate [ No CAS ]
  • [ 707-37-9 ]
  • 7
  • [ 702-79-4 ]
  • [ 76-05-1 ]
  • [ 707-37-9 ]
  • 8
  • [ 702-79-4 ]
  • [ 76-05-1 ]
  • [ 707-37-9 ]
  • [ 60931-70-6 ]
  • 9
  • [ 524-38-9 ]
  • Co(AA)2 [ No CAS ]
  • [ 702-79-4 ]
  • [ 707-37-9 ]
  • [ 10347-01-0 ]
YieldReaction ConditionsOperation in experiment
58% With acetic acid; Example D8 A mixture of 1.64 grams (10 millimoles) of <strong>[702-79-4]1,3-dimethyladamantane</strong>, 0.13 gram (0.8 millimole) of N-hydroxyphthalimide, 0.015 gram (0.06 millimole) of Co(AA)2 and 10 milliliters of acetic acid was stirred under oxygen atmosphere at a temperature of 70 C. for six hours. As a result, with a transformation rate for <strong>[702-79-4]1,3-dimethyladamantane</strong> of 99%, 1-hydroxy-3,5-dimethyladamantane (yield 39%), and 1,3-dihydroxy-5,7-dimethyladamantane (yield 58%) were obtained. The selectivity for the alcohols was 97%.
  • 10
  • [ 707-37-9 ]
  • [ 702-79-4 ]
  • 11
  • [ 702-79-4 ]
  • [ 707-37-9 ]
  • [ 941-37-7 ]
  • 2-bromo-3,5-dimethyladamantane [ No CAS ]
  • 12
  • [ 702-79-4 ]
  • [ 707-37-9 ]
  • [ 6663-13-4 ]
  • [ 10347-01-0 ]
 

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