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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
Last updated:2025-07-24 18:13:49

Methyl 4-acetamido-2-methoxybenzoate Properties

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)  GHS hazard pictograms
GHS07
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
0
2 0

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
Product number Packaging Price Buy
S447994 1 unit $185 Buy
PHR2285 100MG $743 Buy
1440841 15mg $1250 Buy
S447994 1g $179 Buy
M2776 5g $28 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

Methyl 4-amino-2-methoxybenzoate

27492-84-8

Acetic anhydride

108-24-7

Methyl 4-acetamido-2-methoxybenzoate

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

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View Lastest Price from Methyl 4-acetamido-2-methoxybenzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 4-acetamido-2-methoxybenzoate pictures 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
Methyl 4-acetamido-2-methoxybenzoate pictures 2025-07-25 Methyl 4-acetamido-2-methoxybenzoate
4093-29-2
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
Methyl 4-Acetamido-2-Methoxybenzoate  pictures 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 Spectrum

4-acetamide-2-methoxybenzoicacid-methylester Methyl4-acetylamino-2-methoxybenzoate 4-ACETYLAMINO-2-METHOXY-BENZOIC ACID METHYL ESTER METHYL 4-ACETAMIDO-2-METHOXYBENZOATE methyl 4-(acetylamino)-o-anisate 4-ACETAMIDO-2-METHOXYBENZOIC ACID METHYL ESTER Methyl - 4 - Acetamido - 2 – Methoxy Benzoate(Methopabate) () METHYL4-ACETAMINO-2-METHOXYBENZOATE 4-ACETYLAMINO-2-METHOXYBENZOATE 4-ACETAMIDO-2-METHOXYBENZOIC ACID METHYL ESTER (METHOPABATE) 2-Methoxy-4-acetylaMino Methyl benzoate MetoclopraMide Related CoMpound D Metoclopramide RC D (USP) Methyl-4-acetylaMino-2-Methoxybenzoate (Methyl-4-acetaMido-o-anisate) Benzoic acid,4-(acetylamino)-2-methoxy-, methyl ester Metoclopramide EP Impurity D Metoclopramide BP Impurity D 4-acetyloxy-2-methoxybenzoic acid methyl ester Metoclopramide Impurity 4(Metoclopramide EP Impurity D) Methyl 4-(Acetylamino)-2-methoxyben 4-Acetamido-o-anisic Acid Methyl Ester Methyl 4-Acetamido-o-anisate METHYL 4-ACETAMIDO-2-METHOXYBENZOATE 4093-29-2 Metoclopramide EP Impurity DQ: What is Metoclopramide EP Impurity D Q: What is the CAS Number of Metoclopramide EP Impurity D Q: What is the storage condition of Metoclopramide EP Impurity D Q: What are the applications of Metoclopramide EP Impurity D Methyl4-acetamido-2-methoxybenzoate(MetoclopramideImpurity) Metoclopramide Related Compound D (methyl 4-acetamido-2-methoxybenzoate) (1440841) MetocloprDmide EP Impurity D Metoclopramide Hydrochloride Monohydrate Impurity D Metoclopramide Hydrochloride Monohydrate EP Impurity D Metoclopramide USP Related Compound D Benzoic acid, 4-(acetylamino)-2-methoxy-, methyl ester (9CI, ACI) 4-(acetylamino)-2-methoxy-Benzoic acid methyl ester (9CI ACI) Cinibide Tartaric acid impurity 34 Metoclopramide related Complex D Metoclopramide EP Impurity D (Metoclopramide USP Related Compound D) 4093-29-2 4093-29-2