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[ CAS No. 23357-52-0 ] {[proInfo.proName]}

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Chemical Structure| 23357-52-0
Chemical Structure| 23357-52-0
Structure of 23357-52-0 * Storage: {[proInfo.prStorage]}

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Product Details of [ 23357-52-0 ]

CAS No. :23357-52-0 MDL No. :MFCD00671630
Formula : C10H13N Boiling Point : No data available
Linear Structure Formula :- InChI Key :JRZGPXSSNPTNMA-JTQLQIEISA-N
M.W : 147.22 Pubchem ID :7058074
Synonyms :

Calculated chemistry of [ 23357-52-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.4
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 46.58
TPSA : 26.02 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.85
Log Po/w (XLOGP3) : 1.72
Log Po/w (WLOGP) : 1.7
Log Po/w (MLOGP) : 2.1
Log Po/w (SILICOS-IT) : 2.23
Consensus Log Po/w : 1.92

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.24
Solubility : 0.847 mg/ml ; 0.00575 mol/l
Class : Soluble
Log S (Ali) : -1.88
Solubility : 1.93 mg/ml ; 0.0131 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.9
Solubility : 0.187 mg/ml ; 0.00127 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.84

Safety of [ 23357-52-0 ]

Signal Word:Danger Class:8
Precautionary Statements:P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P260-P264-P280-P305+P351+P338-P405-P501 UN#:2735
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 23357-52-0 ]

* 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 [ 23357-52-0 ]

[ 23357-52-0 ] Synthesis Path-Downstream   1~2

  • 1
  • (E)-1-tetralone O-benzyl oxime [ No CAS ]
  • [ 23357-52-0 ]
  • [ 23357-46-2 ]
YieldReaction ConditionsOperation in experiment
General procedure: At first, borane/THF (25 mL, 25 mmol) was added to a solution of (S)-valinol (1.29 g, 12.5 mmol) in THF (10 mL) at 0 C, and the mixture was stirred for 5 h in an ice-water bath. A solution of 13 (2.55 g, 10 mmol) in THF (10 mL) was then added dropwise and the mixture was stirred for 24 h at room temperature. Next, borane/THF (50 mL, 50 mmol) was added, the mixture was gently refluxed for 24 h, then cooled, acidified with 2 M hydrochloric acid, and stirred for 24 h at room temperature. It was then concentrated under vacuum, alkalized with 20% aqueous sodium hydroxide, and extracted with ethyl acetate (3 × 50 mL). The organic solution was washed with saturated brine (50 mL), and dried over anhydrous magnesium sulfate. The solvent was removed and the product was isolated by flash chromatography, silica gel, dichloromethane-methanol-triethylamine 9:1:0.1, 1.12 g, 74%
  • 2
  • [ 529-34-0 ]
  • [ 23357-52-0 ]
  • [ 23357-46-2 ]
YieldReaction ConditionsOperation in experiment
< 0.1 mmol With transaminases XP_001209325; rac-methylbenzylamine; In aq. phosphate buffer; at 28℃; for 24h;Enzymatic reaction; General procedure: In a final volume of 0.25 μl buffered with 100 mM potassium phosphate (KPi) at pH 7.5 equimolar amounts of 70 mM of amino donor and 70 mM of ketone substrate were reacted in the presence of 0.1 ml CFE of a transaminase at 28 C. for 24 h. CFE comprising transaminases XP-001209325, AAN21261 and ABN35871, respectively, was incubated with benzylacetone and α-methylbenzylamine yielding 4-phenyl-2-butylamine and acetophenone; propiophenone and α-methylbenzylamine yielding α-ethylbenzylamine and acetophenone; 1-indanone and α-methylbenzylamine yielding 1-aminoindan and acetophenone; 1-tetralone and α-methylbenzylamine yielding 1-aminotetralin and acetophenone; 2-tetralone and α-methylbenzylamine yielding 2-aminotetralin and acetophenone; butanone and α-methylbenzylamine yielding 2-aminobutane and acetophenone; and 3,3-dimethyl-2-butanone and α-methylbenzylamine yielding 3,3-dimethyl-2-aminobutane and acetophenone, respectively. The reactions were stopped by addition of 0.75 ml stopping reagent (50% (v/v) acetonitrile in H2O containing 0.1% (v/v) formic acid) to 0.25 ml reaction volume. The product concentrations and enantiomeric excesses were analysed by HPLC as described in the general part. The results of the HPLC analysis are given in table 6. Further CFE comprising transaminase YP-955297 was incubated with propiophenone and α-methylbenzylamine yielding α-ethylbenzylamine and acetophenone. The reaction was stopped by addition of 0.75 ml stopping reagent (50% (v/v) acetonitrile in H2O containing 0.1% (v/v) formic acid) to 0.25 ml reaction volume. The product concentration and enantiomeric excess was analysed by HPLC as described in the general part. After 24 h incubation at 28 C. 0.87 mmol/l (R)-α-ethylbenzylamine was obtained with an e.e. of 99%. The above results show transaminases XP-001209325 and YP-955297 are highly selective (R)-transaminases. Further it becomes clear that XP-001209325 has a different substrate spectrum than the transaminases AAN21261 and ABN35871: 4-phenyl-2-butylamine was formed in significant concentrations by XP-001209325 but not by transaminases AAN21261 and ABN35871 (table 6). Additionally XP-001209325 produced enantiomerically enriched (R)-2-aminobutane from 2-butanone, while ABN35871 delivered enantiomerically enriched (S)-2-aminobutane (table 6).
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