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Tilidine

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Chemistry

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Also known as: Tilidine hydrochloride hemihydrate, 255733-17-6, Y757t3419r, Ethyl (1rs,2sr)-2-(dimethylamino)-1-phenylcyclohex-3-enecarboxylate hydrochloride hemihydrate, 3-cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, hydrochloride, hydrate (2:2:1), (1r,2s)-rel-, Lucayan

Molecular Formula

C₃₄H₅₀Cl₂N₂O₅

Molecular Weight

637.7 g/mol

InChI Key

WHYVWQHDUOALSV-UMJMSJQKSA-N

FDA UNII

Y757T3419R

An opioid analgesic used similarly to MORPHINE in the control of moderate to severe pain. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1097)

1 2D Structure

Tilidine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate;hydrate;dihydrochloride

2.1.2 InChI

InChI=1S/2C17H23NO2.2ClH.H2O/c2*1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3;;;/h2*5-8,10-12,15H,4,9,13H2,1-3H3;2*1H;1H2/t2*15-,17+;;;/m11.../s1

2.1.3 InChI Key

WHYVWQHDUOALSV-UMJMSJQKSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1(CCC=CC1N(C)C)C2=CC=CC=C2.CCOC(=O)C1(CCC=CC1N(C)C)C2=CC=CC=C2.O.Cl.Cl

2.1.5 Isomeric SMILES

CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2.CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2.O.Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

Y757T3419R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Go 1261

2. Go-1261

3. Go1261

4. Godecke, Tilidin

5. Hydrochloride, Tilidine

6. Tilidate

7. Tilidin Godecke

8. Tilidine

9. Tilidine Hydrochloride

10. Tilidine Hydrochloride, (+)-trans

11. Tilidine Hydrochloride, (+-)-211trans

12. Valerone

2.3.2 Depositor-Supplied Synonyms

1. Tilidine Hydrochloride Hemihydrate

2. 255733-17-6

3. Y757t3419r

4. Ethyl (1rs,2sr)-2-(dimethylamino)-1-phenylcyclohex-3-enecarboxylate Hydrochloride Hemihydrate

5. 3-cyclohexene-1-carboxylic Acid, 2-(dimethylamino)-1-phenyl-, Ethyl Ester, Hydrochloride, Hydrate (2:2:1), (1r,2s)-rel-

6. Lucayan

7. Unii-y757t3419r

8. Go-1261c

9. Tilidine Hydrochloride Hemihydrate [ep]

10. Dtxsid70180262

11. Tilidine Hydrochloride Hemihydrate [mi]

12. Q27294334

13. Tilidine Hydrochloride Hemihydrate [ep Monograph]

2.4 Create Date

2012-12-01

3 Chemical and Physical Properties

Molecular Formula	C₃₄H₅₀Cl₂N₂O₅
Molecular Weight	637.7 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	10
Exact Mass	636.3096781 g/mol
Monoisotopic Mass	636.3096781 g/mol
Topological Polar Surface Area	60.1 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	358
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	5

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

Narcotics

Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS. (See all compounds classified as Narcotics.)

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