NORTILIDINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CCOC(=O)[C@]1(CCC=C[C@@H]1NC)C2=CC=CC=C2

InChI

InChIKey=PDJZPNKVLDWEKI-GOEBONIOSA-N

InChI=1S/C16H21NO2/c1-3-19-15(18)16(13-9-5-4-6-10-13)12-8-7-11-14(16)17-2/h4-7,9-11,14,17H,3,8,12H2,1-2H3/t14-,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical
Record UNII	7145G6817J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NORTILIDINE

Common Name

English

1-PHENYL-1-TRANS-CARBETHOXY-2-METHYLAMINOCYCLOHEX-3-ENE

Common Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(METHYLAMINO)-1-PHENYL-, ETHYL ESTER, (1R,2S)-REL-

Systematic Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(METHYLAMINO)-1-PHENYL-, ETHYL ESTER, TRANS-

Common Name

English

3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(METHYLAMINO)-1-PHENYL-, ETHYL ESTER, TRANS-(±)-

Systematic Name

English

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Classification Tree

Code System

Code

Sedatives

WIKIPEDIA

Designer-drugs-Nortilidine

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Code System

Code

Type

Description

CAS

38677-94-0

PRIMARY

PUBCHEM

162321

PRIMARY

CHEBI

77829

PRIMARY

FDA UNII

7145G6817J

PRIMARY

EPA CompTox

DTXSID10191973

PRIMARY

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MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST

Comments:

Inhibition of forskolin-induced cAMP accumulation.

Qualification:

IC50

Amount:

110 NANOMOLAR [61 to 159] (average)


					PUO0521HZV

CYTOCHROME P450 3A4

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					58NDD17NUF

BISNORTILIDINE

METABOLITE LESS ACTIVE -> PARENT

Comments:

Shows six times less affinity to Mu-receptor than nortilidine

Amount:


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TILIDINE

PRODRUG -> METABOLITE ACTIVE

Comments:

After oral intake tilidine is completely absorbed and rapidly metabolised to nortilidine, bisnortilidine. 100 fold more active than Tilidine.

Amount:

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