Tilidine
Also known as Tilidate, trans-Tilidine, dl-trans-Tilidine
Key facts
What buyers check first
- CAS number
- 51931-66-9
- Formula
- C17H23NO2
- Molar mass
- 273.38 g/mol
- EC number
- 243-774-7
- HS code
- 292244
- Category
- Analgesics and anti-inflammatories
What is Tilidine?
Plain description, key identifiers and synonyms
Dextilidine is an ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has S configuration at the carbon bearing the phenyl group and R configuration at the carbon bearing the dimethylamino group. The opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and its enantiomer, ent-dextilidine. A prodrug, tilidine is converted by the liver to the active analgesic, nortilidine, virtually all of the opioid activity resides in the (1S,2R) isomer (i.e. the isomer derived from dextilidine). It has a role as an opioid analgesic and a prodrug. It is an enantiomer of an ent-dextilidine.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- CAS number
- 51931-66-9Other or deprecated CAS: 20380-58-9, 32447-90-8
- EC numbers
- 243-774-7, 251-048-6, 257-522-9
- Molecular formula
- C17H23NO2
- UNII
- 2728MV084C, GY33N31E9Y
- InChIKey
- WDEFBBTXULIOBB-WBVHZDCISA-N
- InChI
- InChI=1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3/t15-,17+/m1/s1
- Canonical SMILES
- CCOC(=O)C1(c2ccccc2)CCC=CC1N(C)C
- Isomeric SMILES
- CCOC(=O)[C@@]1(CCC=C[C@H]1N(C)C)C2=CC=CC=C2
Synonyms
- Tilidate
- trans-Tilidine
- dl-trans-Tilidine
- ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (1R,2S)-rel-
- Go 1261
- Godecke, Tilidin
- Go1261
- Dextilidine
- Dextilidina
- Dextilidinum
- Ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- Tilidine (INN)
- DEA No. 9750
- (+)-Ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate
- Tilidin
- 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-
- (+)-tilidine
- Tilidine, (+)-
- Tilidine, trans-(+)-
- (+)-(1S,2R)-Ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylat
- (+)-(1S,2R)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate
- (1S,2R)-(+)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate
- (+/-)-Ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate
- Ethyl (1S,6R)-6-(dimethylamino)-3,6-dihydro[1,1'-biphenyl]-1(2H)-carboxylate
Show all 27 synonymsShow fewer synonyms
- 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (trans)-(+/-)-
- 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester,(1S-trans)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 273.38 g/molcalc.Computed value |
|---|---|
| Exact mass | 273.1729 Dacalc.Computed value |
| LogP (octanol/water) | 2.77calc.Computed value |
| Topological polar surface area | 29.54 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 20calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.47calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 2calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
C1=CCC(c2ccccc2)CC1
2 rings, 12 atoms, the 4-Phenylcyclohexene ring system.
93 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidTilidine suppliers
Trading restrictions apply to this substance
Tilidine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2922.44 (tilidine)
Our policy on controlled substancesTilidine price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Analgesics, Opioid
- Narcotics
Roles
- analgesic
- opioid analgesic
- pharmaceutical
- pro-agent
- prodrug
Pharmacology
Tilidine is a synthetic opioid and a prodrug form of nortilidine, that can be used to treat moderate to severe acute and chronic pain. Upon administration, tilidine is metabolized to its active metabolite nortilidine, which crosses the blood-brain barrier (BBB), and binds to and activates the mu-opioid receptor. This induces anti-nociception responses mediated through inhibiting the release of various neurotransmitters such as substance P, gamma-aminobutyric acid (GABA), dopamine, acetylcholine, noradrenaline, vasopressin, and somatostatin.
Regulatory status
Inventories, regulations and trade controls that list this substance
Tilidine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2922.44 (tilidine)
Our policy on controlled substancesControls
- US DEA controlled substance or listed chemical
- Controlled narcotic drug
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Tilidine is traded under.
Tilidine (INN) and its salts
- Serbia * partner reported93.9%
- United States3.1%
- Poland0.8%
* Partner reported figures, a lower bound.
The HS code shown for Tilidine is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Tilidine, based on the data on this page
What is Tilidine?
What is the CAS number of Tilidine?
What is the molecular formula and weight of Tilidine?
What is Tilidine used for?
Is Tilidine hazardous?
What is the HS code of Tilidine?
Can I buy Tilidine on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Tilidine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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