- LABOTEST-BB LT00441083
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- $30.00 / 1KG
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2025-12-12
- CAS:4093-31-6
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 200000KG
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| | Methyl 4-acetamido-5-chloro-2-methoxybenzoate Basic information |
| | Methyl 4-acetamido-5-chloro-2-methoxybenzoate Chemical Properties |
| Melting point | 153-156 °C | | Boiling point | 440.2±45.0 °C(Predicted) | | density | 1.3248 (rough estimate) | | refractive index | 1.6000 (estimate) | | storage temp. | 2-8°C | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | 13.16±0.70(Predicted) | | form | Solid | | color | White to Off-White | | Water Solubility | 1.14g/L at 25℃ | | InChI | InChI=1S/C11H12ClNO4/c1-6(14)13-9-5-10(16-2)7(4-8(9)12)11(15)17-3/h4-5H,1-3H3,(H,13,14) | | InChIKey | OUEXNQRVYGYGIK-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC(Cl)=C(NC(C)=O)C=C1OC | | LogP | 1.49 at 20℃ | | CAS DataBase Reference | 4093-31-6(CAS DataBase Reference) | | EPA Substance Registry System | Benzoic acid, 4-(acetylamino)-5-chloro-2-methoxy-, methyl ester (4093-31-6) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 24/25-36-26 | | WGK Germany | 3 | | TSCA | TSCA listed | | HS Code | 29242990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral |
| | Methyl 4-acetamido-5-chloro-2-methoxybenzoate Usage And Synthesis |
| Chemical Properties | white to light beige fine crystalline powder | | Uses | Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate is an biotransformed metabolite of Metoclopramide (M338685), an dopamine D2 receptor antagonist and antiemetic agent. | | Uses | Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate (Metoclopramide EP Impurity B; Metoclopramide USP Related Compound B) is an biotransformed metabolite of Metoclopramide (M338685), an dopamine D2 receptor antagonist and antiemetic agent. | | Synthesis | General procedure for the synthesis of methyl 4-acetamido-5-chloro-2-methoxybenzoate from methyl 4-acetamido-2-methoxybenzoate: 136g of N,N-dimethylformamide (DMF) was added as solvent in a 1L reaction flask, followed by the addition of 50g of methyl 4-acetamido-2-methoxybenzoate, and stirred until it was completely dissolved. To the solution was added 50 g of N-chlorosuccinimide (NCS), which was slowly heated to 40 °C and the reaction was maintained at this temperature for 5 hours. The reaction temperature was then raised to 65 °C and the reaction continued for 4 hours. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and thermo-crystallization was carried out for 8 h. The crude product of methyl 4-acetamido-5-chloro-2-methoxybenzoate was obtained, while the mother liquor of N,N-dimethylformamide was recovered. The crude product was dissolved in 100 g of deionized water, heated to 50 °C and kept for 4 hours, then cooled to 5 °C for filtration. The filtered solid was dried to obtain a white crystalline product, methyl 4-acetamido-5-chloro-2-methoxybenzoate 52.1 g, with a molar yield of 90.3% and HPLC purity ≥99.8%. | | References | [1] Patent: CN105523952, 2016, A. Location in patent: Paragraph 0029
[2] Journal of the American Chemical Society, 2006, vol. 128, # 23, p. 7416 - 7417
[3] Archiv der Pharmazie, 1980, vol. 313, # 4, p. 297 - 300
[4] Letters in Drug Design and Discovery, 2012, vol. 9, # 5, p. 489 - 493 |
| | Methyl 4-acetamido-5-chloro-2-methoxybenzoate Preparation Products And Raw materials |
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