Apremilast
Also known as Otezla, CC 10004, apremilastum
Key facts
What buyers check first
- CAS number
- 608141-41-9
- Formula
- C22H24N2O7S
- Molar mass
- 460.51 g/mol
- EC number
- 807-237-6
- HS code
- 293090
- Category
- Analgesics and anti-inflammatories
What is Apremilast?
Plain description, key identifiers and synonyms
Apremilast is a member of the class of isoindoles that is isoindole-1,3-dione substituted at position 4 by an acetamido group and at position 1 by a 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl group. Used for treatment of psoriatic arthritis. It has a role as a non-steroidal anti-inflammatory drug and a phosphodiesterase IV inhibitor. It is a N-acetylarylamine, an aromatic ether, a sulfone and a member of phthalimides.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide
- CAS number
- 608141-41-9 CAS number cross-checked
- EC numbers
- 807-237-6, 944-453-0
- Molecular formula
- C22H24N2O7S
- UNII
- UP7QBP99PN
- MDL number
- MFCD18782607
- InChIKey
- IMOZEMNVLZVGJZ-QGZVFWFLSA-N
- InChI
- InChI=1S/C22H24N2O7S/c1-5-31-19-11-14(9-10-18(19)30-3)17(12-32(4,28)29)24-21(26)15-7-6-8-16(23-13(2)25)20(15)22(24)27/h6-11,17H,5,12H2,1-4H3,(H,23,25)/t17-/m1/s1
- Canonical SMILES
- CCOc1cc(C(CS(C)(=O)=O)N2C(=O)c3cccc(NC(C)=O)c3C2=O)ccc1OC
- Isomeric SMILES
- CCOC1=C(C=CC(=C1)[C@@H](CS(=O)(=O)C)N2C(=O)C3=C(C2=O)C(=CC=C3)NC(=O)C)OC
Synonyms
- Otezla
- CC 10004
- apremilastum
- N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide
- N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide
- Acetamide, N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]-
- Acetamide, N-(2-((1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl)-
- N-(2-((1S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)acetamide
- N-(2-((1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)acetamide
- (+)-N-(2-((1S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)acetamide
- (S)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione
- Apremilast (CC-10004)
- (S)-N-(2-(1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxoisoindolin-4-yl)acetamide
- N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-1,3-dioxoisoindol-4-yl]acetamide
- (+)-N-(2-((1S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxo- 2,3-dihydro-1H-isoindol-4-yl)acetamide
- Apremilast?
- (S)-Apremilast
- Apremilast- Bio-X
- Otezla (TN)
- Apremilast (Standard)
- Apremilast (JAN/USAN)
- Apremilast Reference Standard
- Apremilast - Bio-X trade mark
- cas:608141-41-9, Apremilast
- (S)-4-Acetylamino-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]isoindoline-1,3-dione
Show all 26 synonymsShow fewer synonyms
- (S)-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide
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 | 460.51 g/molcalc.Computed value |
|---|---|
| Exact mass | 460.1304 Dacalc.Computed value |
| LogP (octanol/water) | 2.43calc.Computed value |
| Topological polar surface area | 119.1 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 8calc.Computed value |
| Heavy atoms | 32calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.32calc.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=C1c2ccccc2C(=O)N1Cc1ccccc1
3 rings, 18 atoms, the Benzylphthalimide ring system.
251 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H312Harmful in contact with skin.
- H332Harmful if inhaled.
- H361Suspected of damaging fertility or the unborn child.
- H372Causes damage to organs through prolonged or repeated exposure.
Precautionary statements (18)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- 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.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P317Get medical help.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- 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 aidApremilast suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Hyderabad ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- China, Haikou ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Mumbai ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- China, Beijing ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- China, ZiboUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
- China, Linyi ManufacturerUnclaimed profileApremilastGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
138 suppliers in 18 countries
- China48
- United States35
- India25
- Germany5
- United Kingdom4
- Spain3
- and 12 more countries
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Apremilast 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
Anti-Inflammatory Agents, Non-Steroidal, Phosphodiesterase Inhibitors.
Industries and functions
Pharmacological actions
- Anti-Inflammatory Agents, Non-Steroidal
- Phosphodiesterase 4 Inhibitors
Roles
- anti-inflammatory agent
- anti-inflammatory drug
- anti-ulcer drug
- antimicrobial agent
- antipsoriatic
- antirheumatic drug
- antiviral agent
- dermatologic drug
- enzyme inhibitor
- gout suppressant
- non-steroidal anti-inflammatory drug
- ophthalmology drug
- pharmaceutical
- phosphodiesterase IV inhibitor
Pharmacology
Apremilast is a Phosphodiesterase 4 Inhibitor. The mechanism of action of apremilast is as a Phosphodiesterase 4 Inhibitor.
How it is made
Preparation (stereochemistry unspecified): G. W. Muller, H.-W. Man, United States of America patent 6020358 (2000 to Celgene). Preparation of S-isomer: P. H. Schafer et al., World Intellectual Property Organization patent 03080049, eidem, United States of America patent 7427638 (2003, 2008 both to Celgene).
The manufacturing process consists of three main steps: i) blending and lubrication process, ii) compression process and iii) coating process. The process is considered to be a standard manufacturing process.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health 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 Apremilast is traded under.
Organo-sulphur compounds, other
- China40.7%
- United States10.9%
- Japan9.3%
- United States13.3%
- Brazil12.6%
- China6.6%
The HS code shown for Apremilast is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Apremilast, based on the data on this page
What is Apremilast?
What is the CAS number of Apremilast?
What is the molecular formula and weight of Apremilast?
What is Apremilast used for?
Is Apremilast hazardous?
What is the HS code of Apremilast?
Where can I buy Apremilast?
Where can I buy Apremilast in India?
What is the price of Apremilast?
Guides for buyers
Practical guides that help when you source, ship or handle Apremilast
- 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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