Products Categories
| CAS No.: | 608141-41-9 |
|---|---|
| Name: | ApreMilast |
| Molecular Structure: | |
|
|
|
| Formula: | C22H24N2O7S |
| Molecular Weight: | 460.508 |
| Synonyms: | CC 10004;(S)-N-(2-(1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl)-1,3-dioxoisoindolin-4-yl)acetamide;(S)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione; |
| EINECS: | 807-237-6 |
| Density: | 1.382 g/cm3 |
| Boiling Point: | 741.342 °C at 760 mmHg |
| Flash Point: | 402.149 °C |
| PSA: | 127.46000 |
| LogP: | 3.52590 |
- 81281-59-67-Benzylideneaminotheophylline
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 958254-66-51H-Imidazo[4,5-b]pyridine-2-carboxaldehyde, 1-methyl-, hydrochloride
- 99170-93-1N-Methyl-2-oxazolamine
- 717878-06-31-(4-fluorophenyl)-4-nitro-1H-imidazole
- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 635705-72-5
4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione
- 108-24-7
acetic anhydride
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| at 135 - 139℃; Large scale; | 98.2% |
| at 70℃; for 3h; Inert atmosphere; enantioselective reaction; | 94% |
- 6296-53-3
3-acetylaminophthalic anhydride
- 608141-42-0
(S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| With acetic acid for 1h; Reflux; Large scale; | 97% |
| With acetic acid In acetonitrile at 40℃; for 6h; Reflux; | 94% |
| With acetic acid for 3h; Time; Reflux; | 92% |
- 6296-53-3
3-acetylaminophthalic anhydride
- 608141-43-1
(S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| With triethylamine In ethyl acetate at 75 - 80℃; for 18h; Reagent/catalyst; Solvent; | 95.1% |
| With sodium acetate; acetic acid at 80℃; for 5h; Reagent/catalyst; Temperature; | 91.3% |
| Stage #1: (S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate With sodium hydroxide In dichloromethane at 0 - 5℃; for 2h; Stage #2: 3-acetylaminophthalic anhydride With perchloric acid; acetic acid In dichloromethane at 45℃; for 3.33333h; Reflux; | 89.2% |
- 6296-53-3
3-acetylaminophthalic anhydride
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| Stage #1: 3-acetylaminophthalic anhydride; (1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylthio)ethan-1-amine With acetic acid In acetonitrile for 12h; Reflux; Stage #2: With sodium tungstate (VI) dihydrate; dihydrogen peroxide In acetonitrile at 20℃; for 7h; Cooling; | 94% |
| Multi-step reaction with 2 steps 1.1: acetic acid / acetonitrile / 12 h / Reflux 2.1: acetic acid / acetonitrile / 20 °C 2.2: 7 h / 20 °C View Scheme |
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| Stage #1: N-[2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)(methylthio)ethyl]-2,3-dihydro-1,3-dioxo-1H-isoindol-4-yl]acetamide With acetic acid In acetonitrile at 20℃; Stage #2: With sodium tungstate (VI) dihydrate; dihydrogen peroxide In acetonitrile at 20℃; for 7h; | 91% |
- 608141-43-1
(S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate
- 15371-06-9
3-acetylaminophthalic acid
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| With acetic acid at 100 - 120℃; for 2h; Reagent/catalyst; | 86.7% |
| With acetic acid at 110 - 115℃; for 1h; | 3.4 g |
| Conditions | Yield |
|---|---|
| With acetic acid for 24h; Time; Reflux; | 85% |
| Conditions | Yield |
|---|---|
| With acetic acid for 24h; Reflux; | 83% |
- 635705-72-5
4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione
- 75-36-5
acetyl chloride
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| With iodine In dichloromethane at 25 - 30℃; | 81% |
| With potassium carbonate In ethyl acetate at 25 - 30℃; for 3h; Solvent; Temperature; Concentration; Reflux; | 9 g |
- 635705-72-5
4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione
- 108-24-7
acetic anhydride
- 608141-41-9
Apremilast
| Conditions | Yield |
|---|---|
| at 135 - 139℃; Large scale; | 98.2% |
| at 70℃; for 3h; Inert atmosphere; enantioselective reaction; | 94% |
| at 70℃; for 3h; | 97 %Chromat. |
- 1163-36-61H-Benzimidazole,1-[(4-chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-, hydrochloride (1:1)
- 73-32-5L-Isoleucine
- 55896-93-0Ethyl (chlorosulfonyl)acetate
- 489-32-7Icariin
- 56-45-1L-Serine
- 119-61-9Benzophenone
- 149-30-42-Mercaptobenzothiazole
- 23828-92-4Ambroxol hydrochloride
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
What can I do for you?
Get Best Price
Specification
The Apremilast, with the CAS registry number 608141-41-9, is also known as (S)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione. This chemical's molecular formula is C22H24N2O7S and molecular weight is 460.50. What's more, its systematic name is N-{2-[(1S)-1-(3-Ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide. Its classification code is Treatment of chronic inflammatory conditions including psoriasis, arthritis, asthma and cutaneous lupus erythematosus (CLE). This chemical is an orally available small molecule inhibitor of PDE4 being developed by Celgene for ankylosing spondylitis, psoriasis, and psoriatic arthritis
Physical properties of Apremilast are: (1)ACD/LogP: 1.754; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.75; (4)ACD/LogD (pH 7.4): 1.75; (5)ACD/BCF (pH 5.5): 12.68; (6)ACD/BCF (pH 7.4): 12.68; (7)ACD/KOC (pH 5.5): 214.35; (8)ACD/KOC (pH 7.4): 214.35; (9)#H bond acceptors: 9; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 127.46 Å2; (13)Index of Refraction: 1.612; (14)Molar Refractivity: 115.86 cm3; (15)Molar Volume: 333.272 cm3; (16)Polarizability: 45.931×10-24cm3; (17)Surface Tension: 60.6 dyne/cm; (18)Density: 1.382 g/cm3; (19)Flash Point: 402.149 °C; (20)Enthalpy of Vaporization: 108.117 kJ/mol; (21)Boiling Point: 741.342 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(C)C[C@H](c1ccc(OC)c(OCC)c1)N3C(=O)c2cccc(c2C3=O)NC(=O)C
(2)Std. 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
(3)Std. InChIKey: IMOZEMNVLZVGJZ-QGZVFWFLSA-N