Tramadol
Also known as Ralivia flashtab, Ralivia ER, Tramadon
Key facts
What buyers check first
- CAS number
- 27203-92-5
- Formula
- C16H25NO2
- Molar mass
- 263.38 g/mol
- EC number
- 248-319-6
- HS code
- 292250
- Category
- Analgesics and anti-inflammatories
What is Tramadol?
Plain description, key identifiers and synonyms
(R,R)-tramadol is a 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have R-configuration, the (R,R)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer. It has a role as a metabolite, an opioid analgesic, an adrenergic uptake inhibitor, a serotonergic antagonist, a muscarinic antagonist, a nicotinic antagonist, a serotonin uptake inhibitor, an antitussive, a mu-opioid receptor agonist, a kappa-opioid receptor agonist, a NMDA receptor antagonist, a delta-opioid receptor agonist and a capsaicin receptor antagonist. It is a conjugate base of a (R,R)-tramadol(1+). It is an enantiomer of a (S,S)-tramadol.
Tramadol is a pharmaceutical drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- cis-(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol
- CAS number
- 27203-92-5 CAS number cross-checkedOther or deprecated CAS: 123154-38-1
- EC number
- 248-319-6
- Molecular formula
- C16H25NO2
- UNII
- 0NG5TTM63P, 39J1LGJ30J
- InChIKey
- TVYLLZQTGLZFBW-ZBFHGGJFSA-N
- InChI
- InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3/t14-,16+/m1/s1
- Canonical SMILES
- COc1cccc(C2(O)CCCCC2CN(C)C)c1
- Isomeric SMILES
- CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)OC)O
Synonyms
- Ralivia flashtab
- Ralivia ER
- Tramadon
- cis-Tramadol
- Biomadol
- Contramid
- Labesfal
- Tradolan
- Tramadis
- Tramadolum
- Tramaliv
- Trapidol
- Zytram
- Tradonal odis
- Tramadol Contramid
- Tiparol
- Amanda
- (1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol
- Tridural
- CG 315E
- U 26255A
- Cyclohexanol, 2-((dimethylamino)methyl)-1-(m-methoxyphenyl)-
- Rybix
- (1R,2R)-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexan-1-ol
- tramadolo
Show all 39 synonymsShow fewer synonyms
- Biokanol
- TramadolDolgit
- TramadolHameln
- TradolPuren
- TramaDorsch
- Tramadol Dolgit
- Tramadol Hameln
- Tramadol Lindo
- MTWTramadol
- Tradol Puren
- Trama Dorsch
- Tramadol PB
- Tramadolratiopharm
- MTW Tramadol
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 | 263.38 g/molcalc.Computed value |
|---|---|
| Exact mass | 263.1885 Dacalc.Computed value |
| LogP (octanol/water) | 2.63calc.Computed value |
| Topological polar surface area | 32.7 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 19calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.63calc.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
c1ccc(C2CCCCC2)cc1
2 rings, 12 atoms, the Cyclohexylbenzene ring system.
4,255 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H300Fatal if swallowed.
- H301Toxic if swallowed.
- H312Harmful in contact with skin.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H331Toxic if inhaled.
- H332Harmful if inhaled.
- H335May cause respiratory irritation.
- H336May cause drowsiness or dizziness.
Precautionary statements (21)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P316Get emergency medical help immediately.
- P317Get medical help.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- 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 aidTramadol suppliers
Controlled substance, listings of documented suppliers only, in the documented ranking
Tramadol is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.
Licensed buyers only, every enquiry is reviewed by our compliance team.
Reference: India NDPS Act notified psychotropic substance
Our policy on controlled substancesLicensed buyers can post a request for Tramadol with their licence. Our compliance team reviews it before suppliers see it.
Tramadol price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
2-[(Ddimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol, its salts, optical and geometric isomers and salts of these isomers (including tramadol) is a Schedule IV controlled substance.
Schedule IV Controlled Substance: (A) The drug or other substance has a low potential for abuse relative to the drugs or other substances in schedule III. (B) The drug or other substance has a currently accepted medical use in treatment in the United States. (C) Abuse of the drug or other substance may lead to limited physical dependence or psychological dependence relative to the drugs or other substances in schedule III.
Analgesics, Opioid, Narcotics.
Veterinary medication:.
Use classes: Pharmaceuticals, Nervous System.
Industries and functions
Pharmacological actions
- Analgesics, Opioid
- Narcotics
Roles
- NMDA receptor antagonist
- adrenergic agent
- adrenergic uptake inhibitor
- analgesic
- anti-inflammatory agent
- antidepressant
- antineoplastic agent
- antitussive
- capsaicin receptor antagonist
- central nervous system drug
- delta-opioid receptor agonist
- environmental contaminant
- kappa-opioid receptor agonist
- metabolite
- mu-opioid receptor agonist
- muscarinic antagonist
- neurotransmitter agent
- nicotinic antagonist
- opioid analgesic
- pharmaceutical
- serotonergic antagonist
- serotonin uptake inhibitor
- vulnerary
- xenobiotic
Functional uses
- Pharmaceutical
Pharmacology
Tramadol is an Opioid Agonist. The mechanism of action of tramadol is as a Full Opioid Agonist.
How it is made
Grignard reaction of 2-(dimethylaminomethyl)cyclohexanone (obtained by Mannich reaction of cyclohexanone, formaldehyde, and dimethylamine hydrochloride) and the Grignard reagent of 3-bromoanisole yields tramadol as a cis/trans mixture (cis:trans = 85:15). Tramadol (cis isomer) is separated from the reaction mixture by crystallization of the hydrochloride salt. ... The trans isomer can be epimerized to the cis isomer by strong acids
Regulatory status
Inventories, regulations and trade controls that list this substance
Tramadol is controlled. Only documented suppliers can list it, and buyers must upload a valid licence with their request. Every request is reviewed before suppliers see it.
Licensed buyers only, every enquiry is reviewed by our compliance team.
Reference: India NDPS Act notified psychotropic substance
Our policy on controlled substancesHealth and food
- Active ingredient in FDA approved drug labels
- Prescription medicine active ingredient
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Tramadol is traded under.
Amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function
- China39.2%
- United Kingdom27.1%
- India * partner reported4.8%
- United States20.7%
- Germany7.6%
- Italy6.6%
* Partner reported figures, a lower bound.
The HS code shown for Tramadol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
Stereoisomers and isotopic forms
Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
![(1R)-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol, hydrochloride chemical structure, C16H26ClNO2, CAS 22204-88-2](/s/PPKXEPBICJTCRU-OIBOYYEISA-N.svg)
![(1R,2R)-2-[[Bis(trideuteriomethyl)amino]methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol, hydrochloride chemical structure, C16H26ClNO2, CAS 1109217-84-6](/s/PPKXEPBICJTCRU-LUHTVFDHSA-N.svg)
Same formula isomers
Different compounds that share this molecular formula
Frequently asked questions
Quick answers about Tramadol, based on the data on this page
What is Tramadol?
What is the CAS number of Tramadol?
What is the molecular formula and weight of Tramadol?
What is Tramadol used for?
Is Tramadol hazardous?
What is the HS code of Tramadol?
Can I buy Tramadol on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Tramadol
- 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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