4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid
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4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid
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CAS No:
85098-64-2
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Formula:
C19H22N2O2
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Chemical Name:
4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid
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Synonyms:
4-Piperidinecarboxylic acid,4-(phenylamino)-1-(phenylmethyl)-;4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid;NSC 73748;1-Benzyl-4-(phenylamino)piperidine-4-carboxylic acid;4-Anilino-1-benzylpiperidine-4-carboxylic acid
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CAS No:
4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid Basic Attributes
310.39018
310.39
285-415-7
B4386XQ54S
73748
DTXSID60234187
2933399090
Characteristics
52.6
1.1
Pale yellow powder
1.2±0.1 g/cm3
243-245 °C
495.6°C at 760 mmHg
253.5±28.7 °C
1.644
4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid Use and Manufacturing
1-Benzyl-4-(phenylamino)piperidine-4-carboxylic acid To a solution of aniline (2 g, 21 mmol) in tetrahydrofuran was added sodium hydroxide (4.3 g, 107 mmol) at 0°C. After stirring for 10 minutes at 0°C, to the resulting solution was added ferf-butyl 4-oxopiperidine-1 - carboxylate (43 g, 21 .6 mmol). The resulting suspension was stirred for 20 minutes at 0°C. To the suspension was added chloroform (12.7 g, 107 mmol). The reaction was stirred overnight before quenching with water (10 mL). The resulting mixture was extracted with ethyl acetate (100 mL). The pH of aqueous layer was adjusted to pH 3 by addition of 5percent aqueous hydrochloride solution and extracted with ethyl acetate (3 χ 100 mL). The combined organic layers were dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to afford 1 -benzyl-4-(phenylamino)piperidine-4- carboxylic acid as a brown solid (0.38 g, 8percent). LCMS (ESI): m/z = 311 .2 [M+H]
A piperidine derivative as potential analgesic agent
Computed Properties
Molecular Weight:310.4
XLogP3:1.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:310.168127949
Monoisotopic Mass:310.168127949
Topological Polar Surface Area:52.6
Heavy Atom Count:23
Complexity:379
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-(Phenylamino)-1-(phenylmethyl)-4-piperidinecarboxylic acid
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