Methyl 4-acetamido-2-methoxybenzoate
- CAS No.
- 4093-29-2
- Chemical Name:
- Methyl 4-acetamido-2-methoxybenzoate
- Synonyms
- Metoclopramide EP Impurity D;MetoclopraMide Related CoMpound D;Metoclopramide RC D (USP);Metoclopramide BP Impurity D;Methyl 4-Acetamido-o-anisate;MetocloprDmide EP Impurity D;4-ACETYLAMINO-2-METHOXYBENZOATE;methyl 4-(acetylamino)-o-anisate;Metoclopramide related Complex D;Cinibide Tartaric acid impurity 34
- CBNumber:
- CB5439124
- Molecular Formula:
- C11H13NO4
- Molecular Weight:
- 223.23
- MDL Number:
- MFCD00065258
- MOL File:
- 4093-29-2.mol
- MSDS File:
- SDS
Melting point | 128.0 to 132.0 °C |
---|---|
Boiling point | 417.5±35.0 °C(Predicted) |
Density | 1.210±0.06 g/cm3(Predicted) |
storage temp. | Sealed in dry,Room Temperature |
solubility | DMSO (Sparingly), Methanol (Slightly), Water (Slightly) |
form | Solid |
pka | 14.09±0.70(Predicted) |
color | Off-White to Light Beige |
InChI | InChI=1S/C11H13NO4/c1-7(13)12-8-4-5-9(11(14)16-3)10(6-8)15-2/h4-6H,1-3H3,(H,12,13) |
InChIKey | OERVVBDWGVOBIS-UHFFFAOYSA-N |
SMILES | C(OC)(=O)C1=CC=C(NC(C)=O)C=C1OC |
CAS DataBase Reference | 4093-29-2(CAS DataBase Reference) |
FDA UNII | W4UJW899BA |
UNSPSC Code | 41116107 |
NACRES | NA.24 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H319 | |||||||||
Precautionary statements | P264-P270-P280-P301+P312-P305+P351+P338-P337+P313 | |||||||||
WGK Germany | 3 | |||||||||
HS Code | 2924296000 | |||||||||
NFPA 704 |
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Methyl 4-acetamido-2-methoxybenzoate price More Price(20)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | S447994 | METHYL 4-ACETAMIDO-2-METHOXYBENZOATE AldrichCPR | 4093-29-2 | 1 unit | $185 | 2025-07-31 | Buy |
Sigma-Aldrich | PHR2285 | Metoclopramide Related Compound D Pharmaceutical Secondary Standard; Certified Reference Material | 4093-29-2 | 100MG | $743 | 2025-07-31 | Buy |
Sigma-Aldrich | 1440841 | Metoclopramide Related Compound D | 4093-29-2 | 15mg | $1250 | 2025-07-31 | Buy |
Sigma-Aldrich | S447994 | METHYL 4-ACETAMIDO-2-METHOXYBENZOATE Aldrich | 4093-29-2 | 1g | $179 | 2024-03-01 | Buy |
TCI Chemical | M2776 | Methyl 4-Acetamido-2-methoxybenzoate >98.0%(GC) | 4093-29-2 | 5g | $28 | 2025-07-31 | Buy |
Methyl 4-acetamido-2-methoxybenzoate Chemical Properties,Uses,Production
Uses
Methyl 4-acetamido-2-methoxybenzoate (Metoclopramide EP Impurity D) is an impurity of bromopride (B686645), which is an antiemetic.
Synthesis

27492-84-8

108-24-7

4093-29-2
To a solution of methyl 4-amino-2-methoxybenzoate (501 mg, 2.77 mmol) in anhydrous ethanol (8 mL) was slowly added acetic anhydride (0.42 mL, 4.44 mmol, 1.6 equiv). The resulting clarified solution was heated to 60-65 °C and the reaction was maintained at this temperature with stirring for 2 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solvent was subsequently removed using a rotary evaporator. The residue was washed sequentially with deionized water (10 mL) and saturated sodium bicarbonate solution (10 mL) and then extracted with ethyl acetate (20 mL in two portions of 10 mL each). The organic phases were combined, washed sequentially with deionized water and saturated saline, and dried over anhydrous magnesium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give methyl 4-acetamido-2-methoxybenzoate (545 mg, 88% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 2.07 (s, 3H, AcNH-4), 3.74 (s, 3H, OMe-2 or COOMe), 3.77 (s, 3H, COOMe or OMe-2), 7.19 (br d, J = 8.8 Hz, 1H, H-5), 10.22 (s, 1H, NH ). Ref: J. Med. Chem. 2007, 50(15), 3561-3572.
References
[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3561 - 3572
[2] Patent: WO2011/123890, 2011, A1. Location in patent: Page/Page column 118-119
[3] Patent: WO2015/26792, 2015, A1. Location in patent: Paragraph 0542
[4] Archiv der Pharmazie, 1980, vol. 313, # 4, p. 297 - 300
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 7, p. 2311 - 2315
Methyl 4-acetamido-2-methoxybenzoate Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
1of2
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shaanxi Dideu Medichem Co. Ltd | +86-29-81139210 +86-18192627656 | 1059@dideu.com | China | 3527 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5251 | 58 |
Changzhou Rokechem Technology Co., Ltd. | 18758118018 | sales001@rokechem.com | China | 255 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21622 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
Anqing Chico Pharmaceutical Co., Ltd. | 15380796838 | chloewu@chicopharm.cn | CHINA | 340 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8826 | 58 |
View Lastest Price from Methyl 4-acetamido-2-methoxybenzoate manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2025-09-11 | Methyl 4-acetamido-2-methoxybenzoate
4093-29-2
|
US $0.00-0.00 / Kg/Drum | 1KG | 98%min | 1000kg | WUHAN FORTUNA CHEMICAL CO., LTD | |
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2025-07-25 | Methyl 4-acetamido-2-methoxybenzoate
4093-29-2
|
US $0.00 / kg | 1kg | 99% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | |
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2025-05-26 | Methyl 4-Acetamido-2-Methoxybenzoate
4093-29-2
|
US $5.00-2.00 / KG | 1KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD |
-
- Methyl 4-acetamido-2-methoxybenzoate
4093-29-2
- US $0.00-0.00 / Kg/Drum
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Methyl 4-acetamido-2-methoxybenzoate
4093-29-2
- US $0.00 / kg
- 99%
- Shaanxi Dideu New Materials Co. Ltd
-
- Methyl 4-Acetamido-2-Methoxybenzoate
4093-29-2
- US $5.00-2.00 / KG
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD