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[ CAS No. 3144-16-9 ] {[proInfo.proName]}

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Chemical Structure| 3144-16-9
Chemical Structure| 3144-16-9
Structure of 3144-16-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 3144-16-9 ]

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Product Details of [ 3144-16-9 ]

CAS No. :3144-16-9 MDL No. :MFCD00064157
Formula : C10H16O4S Boiling Point : -
Linear Structure Formula :HO3SCH2C7H7(CH3)2O InChI Key :-
M.W : 232.30 Pubchem ID :-
Synonyms :
Chemical Name :((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid

Calculated chemistry of [ 3144-16-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.9
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 56.17
TPSA : 79.82 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.62
Log Po/w (XLOGP3) : 0.54
Log Po/w (WLOGP) : 2.35
Log Po/w (MLOGP) : 1.06
Log Po/w (SILICOS-IT) : 1.07
Consensus Log Po/w : 1.13

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.49
Solubility : 7.54 mg/ml ; 0.0325 mol/l
Class : Very soluble
Log S (Ali) : -1.79
Solubility : 3.79 mg/ml ; 0.0163 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.99
Solubility : 2.37 mg/ml ; 0.0102 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 4.69

Safety of [ 3144-16-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P234-P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 UN#:3261
Hazard Statements:H314-H290 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 3144-16-9 ]

* 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 [ 3144-16-9 ]

[ 3144-16-9 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 3144-16-9 ]
  • [ 770-05-8 ]
  • [ 1830-39-3 ]
  • 2
  • [ 3144-16-9 ]
  • [ 770-05-8 ]
  • [ 1693-64-7 ]
  • 4
  • [ 3144-16-9 ]
  • [ 105601-04-5 ]
  • [ 798561-06-5 ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 40 - 80℃; for 0.166667 - 1h;Resolution of racemate;Purification / work up; Example 5Resolution of dl-alpha-m-HydroxyphenylethylmethylamineRacemic dl-alpha-m-Hydroxyphenylethylmethylamine (20 g) dissolved in Ethanol (300 ml) was added d-camphorsulphonic acid (33 g), and the reaction mixture was heated to 40-80 C. for 10-60 mins, and then Ethanol was distilled out completely under vacuum, the same operation was repeated twice with Ethanol (100 ml×2). Residual mass was added Ethyl acetate (250 ml) and distilled out. The residual mass was added i-Propanol (60 ml) and stirred for 2-3 days at 0-25 C. The precipitated solid was filtered (10-20 g).The camphorsulfonate thus obtained was dissolved in Sod. Carbonate soln and then extracted with Ethyl acetate (2×25 ml). Combined organic layer was distilled out and Cyclohexane (50 ml) was added to the residual mass and stirred for 10-30 mins. The solid material was then filtered and dried under vacuum at 40-80 C. (5-10 g) (m.p. 171 C. [alpha]D -68.0; c=5.0 in C5H5N)
  • 5
  • [ 3144-16-9 ]
  • [ 75747-14-7 ]
  • [ 857402-71-2 ]
YieldReaction ConditionsOperation in experiment
Example 5: Preparation of the d-camphorsulfonate salt of the hydroquinone of 17- AAGTheta ate[0077] <strong>[75747-14-7]17-AAG</strong> (0.30 g, 0.5 mmol, 1.0 equiv) is dissolved in DCM (6 mL) and stirred with a 10% aqueous solution of sodium hydrosulfite (3.5 mL). The solution is stirred for 60 minutes. The organic layer was collected, washed with brine, and 1.2 mL (calc 0.1 mmol of hydroquinone) transferred to a round bottom flask. This solution was put under nitrogen. To this solution was added a solution of d-camphorsulonic acid in denatured IPA (0.100 mmol of d-camphorsulonic acid in 0.25 mL of IPA) dropwise. The resulting mixture was allowed to stir under nitrogen for 1 hour, at which point the mixture was concentrated and the crude mass was reslurried from EtOAc/MTBE. The solid was collected by filtration and dried under reduced pressure to yield 0.051 g of the desired product 6
  • 6
  • [ 253168-94-4 ]
  • [ 3144-16-9 ]
  • C12H19NO4S*C10H16O4S [ No CAS ]
  • C12H19NO4S*C10H16O4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane;Heating; Resolution of racemate; 10 mg of the racemic amine of formula 2a is weighed into a reaction vial, 100 al of the respective (methanol, ethanol, acetone, acetonitrile, ethyl acetate, toluene, chloroform, tetrahydrofuran, 2-methyltetrahydrofuran, or 1,4-dioxane, or their mixtures with water) solvent is added and the mixture is moderately heated up until all the amine of formula 2a is dissolved. Then, 0.5, or 1.0 molar equivalent of the respective resolution agent is added and the mixture is reheated to produce a clear solution. The reaction vial is closed and left to cool down to the room temperature. The formation of possible crystalline salts is monitored after 2,4, 6, 24 and after 48 hours. Possible crystalline material and mother liquors are analyzed by means of HPLC.
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[ 3144-16-9 ]

Chemical Structure| 35963-20-3

A108406[ 35963-20-3 ]

((1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid

Reason: Optical isomers

; ;