| Identification | More | [Name]
Actarit | [CAS]
18699-02-0 | [Synonyms]
4-ACETAMIDO-PHENYLACETIC ACID
4-(acetylamino)-benzeneacetic acid
[4-(ACETYLAMINO)PHENYL]ACETIC ACID
ACTARIT
RARECHEM AL BO 1520
(p-acetamidophenyl)-aceticaci
(p-acetamidophenyl)aceticacid
4-(acetylamino)-benzeneaceticaci
4-n-acetylaminophenylaceticacid
ms932
ActaritIn-houseStandard
AKETALI (ACTARIT)
Mover
Orcl
4-Acetamido-phenylacetic acid ,97%
O-(Carboxymethyl)paracetamol
p-Acetylaminophenylacetic acid | [EINECS(EC#)]
242-511-3 | [Molecular Formula]
C10H11NO3 | [MDL Number]
MFCD00196165 | [Molecular Weight]
193.2 | [MOL File]
18699-02-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
173-175°C | [Boiling point ]
449.1±28.0 °C(Predicted) | [density ]
1.288±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO, Ethanol, Methanol | [form ]
Solid | [pka]
4.34±0.10(Predicted) | [color ]
White to Off-White | [Usage]
Antiarthritic | [Detection Methods]
HPLC,NMR | [Merck ]
14,133 | [CAS DataBase Reference]
18699-02-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
24/25 | [RTECS ]
CY1542000 | [HS Code ]
29163990 | [Toxicity]
LD50 in male, female mice, male, female rats (mg/kg): 1.06, 1.30, 1.95, 2.03 i.p.; 5.68, 5.48, 5.48, 6.12 s.c.; 15.3, 14.7, 14.8, 15.4 orally (Toshida) |
| Hazard Information | Back Directory | [Description]
Actarit is an orally administered disease-modifying antirheumatic drug launched in
Japan. Although its structure resembles that of non-steroidal anti-inflammatory
drugs, it has no effect on experimental acute inflammation and has no analgesic or
antipyretic effects. Its preventative and therapeutic effects on adjuvant arthritis are
mediated via modulation of production and serum level of interleukin-2 which
enhances production of suppressor T-cells to the immune system, thereby,
preventing development of articular lesions. | [Chemical Properties]
Crystalline Solid | [Originator]
Nippon Shlnyaku;Mltaublshl Kasel
(Japan) | [Uses]
Antiarthritic | [Uses]
Chronic rheumatoid arthritis | [Definition]
ChEBI: Actarit is an anilide and a member of acetamides. | [Brand name]
Orcl; Mover | [Synthesis]
General procedure: 1.02 mmol of p-aminophenylacetic acid (Wako Pure Pharmaceutical Industries, Ltd.) was dissolved in 50 mL of a solvent mixture of dichloromethane-methanol-water (1:3:1, v/v). Under ice bath cooling conditions, 2.12 mmol of acetic anhydride was slowly added. The reaction mixture was gradually brought to room temperature with stirring and continued to stir overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give 196.4 mg of 2-(4-acetylaminophenyl)acetic acid in 99% yield. The structure of the product was confirmed by 1H-NMR (500 MHz, CD3OD): δ 2.11 (3H, s, Ac), 3.55 (2H, s, Ph-CH2-), 7.21-7.49 (4H, m, aromatic H). | [Purification Methods]
Crystallise the acid from MeOH/Me2CO, aqueous EtOH or H2O. The amide has m 231o (from 50% aqueous EtOH). [Gabriel Chem Ber 15 841 1882, Cerecedo et al. J Biol Chem 42 238 1924, Tramontano et al. J Am Chem Soc 110 2282 1988, Beilstein 14 II 281.] | [References]
[1] Patent: EP3363463, 2018, A2. Location in patent: Paragraph 0148
[2] Asian Journal of Chemistry, 2012, vol. 24, # 4, p. 1538 - 1540
[3] Journal of the American Chemical Society, 1988, vol. 110, # 7, p. 2282 - 2286
[4] Journal of the American Chemical Society, 2009, vol. 131, p. 456 - 457
[5] Patent: WO2015/145371, 2015, A1. Location in patent: Page/Page column 40 |
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