Esketamine
Also known as l-Ketamine, (S)-Ketamine, (-)-Ketamine
Key facts
What buyers check first
- CAS number
- 33643-46-8
- Formula
- C13H16ClNO
- Molar mass
- 237.73 g/mol
- EC number
- 811-504-2
- HS code
- 292239
- Category
- Central nervous system drugs
What is Esketamine?
Plain description, key identifiers and synonyms
Esketamine is the S- (more active) enantiomer of ketamine. It has a role as an analgesic, an intravenous anaesthetic and a NMDA receptor antagonist. It is an enantiomer of a (R)-ketamine.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one
- CAS number
- 33643-46-8 CAS number cross-checked
- EC number
- 811-504-2
- Molecular formula
- C13H16ClNO
- UNII
- 50LFG02TXD
- InChIKey
- YQEZLKZALYSWHR-ZDUSSCGKSA-N
- InChI
- InChI=1S/C13H16ClNO/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14/h2-3,6-7,15H,4-5,8-9H2,1H3/t13-/m0/s1
- Canonical SMILES
- CNC1(c2ccccc2Cl)CCCCC1=O
- Isomeric SMILES
- CN[C@@]1(CCCCC1=O)C2=CC=CC=C2Cl
Synonyms
- l-Ketamine
- (S)-Ketamine
- (-)-Ketamine
- S-Ketamine
- (S)-(-)-Ketamine
- Ketaved
- Keta-s
- Ketamine, s-
- Ketamine, (s)-
- S-(-)-Ketamine
- esketamina
- (S)-2-(o-chlorophenyl)-2-(methylamino)cyclohexanone
- Kataved
- (2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexanone
- cyclohexanone, 2-(2-chlorophenyl)-2-(methylamino)-, (2S)-
- (2S)-2-(2-chlorophenyl)-2-methylaminocyclohexan-1-one
- esketaminum
- Ketamine S-isomer
- (2S)-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one
- (2~{S})-2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one
- Cyclohexanone, 2-(2-chlorophenyl)-2-(methylamino)-, (S)-
- S-Ketamin
- (S)-(+)-Ketamine
- Esketamine (USAN/INN)
- (+)-Esketamine
Show all 27 synonymsShow fewer synonyms
- Cyclohexanone, 2-(2-chlorophenyl)-2-(methylamino)-, (2S)- (9CI)
- Cyclohexanone, 2-(o-chlorophenyl)-2-(methylamino)-, (-)- (8CI)
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 | 237.73 g/molcalc.Computed value |
|---|---|
| Exact mass | 237.092 Dacalc.Computed value |
| LogP (octanol/water) | 2.9calc.Computed value |
| Topological polar surface area | 29.1 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 2calc.Computed value |
| Heavy atoms | 16calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.46calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.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
O=C1CCCCC1c1ccccc1
2 rings, 13 atoms, the 2-Phenylcyclohexanone ring system.
222 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H332Harmful if inhaled.
Precautionary statements (9)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P301 + P317If swallowed: Get medical help.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P317Get 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 aidEsketamine suppliers
Trading restrictions apply to this substance
Esketamine 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: India NDPS Act notified psychotropic substance
Our policy on controlled substancesEsketamine 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
- Antidepressive Agents
Roles
- NMDA receptor antagonist
- anaesthetic
- analgesic
- antagonist
- antidepressant
- central nervous system drug
- excitatory amino acid antagonist
- general anaesthetic
- intravenous anaesthetic
- pharmaceutical
- protective agent
- psychotropic drug
- renoprotective agent
Pharmacology
Esketamine is a cyclohexanone derivative and S-enantiomer of racemic ketamine, with analgesic, anesthetic and antidepressant activities. Although the mechanism of action is not fully understood, upon administration, esketamine targets, non-competitively binds to, and blocks N-methyl D-aspartate (NMDA) receptors. This reduces pain perception, induces sedation, and produce dissociative anesthesia.
Regulatory status
Inventories, regulations and trade controls that list this substance
Esketamine 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: India NDPS Act notified psychotropic substance
Our policy on controlled substancesHealth and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Esketamine is traded under.
Amino-aldehydes, amino-ketones and amino-quinones, other than those containing more thanโฆ
- Germany17.3%
- United States13.8%
- India * partner reported9.9%
* Partner reported figures, a lower bound.
The HS code shown for Esketamine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Esketamine, based on the data on this page
What is Esketamine?
What is the CAS number of Esketamine?
What is the molecular formula and weight of Esketamine?
What is Esketamine used for?
Is Esketamine hazardous?
What is the HS code of Esketamine?
Can I buy Esketamine on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Esketamine
- 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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