Methyl 4-acetamido-2-methoxybenzoate

Product Name: 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
Formula Weight: 223.23
MOL File: 4093-29-2.mol

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Methyl 4-acetamido-2-methoxybenzoate Property

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)

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Safety

WGK Germany: 3
HS Code: 2924296000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S447994
Product name: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE
Purity: Aldrich<sup>CPR</sup>
Packaging: 1 unit
Price: $185
Updated: 2025/07/31

Sigma-Aldrich

Product number: PHR2285
Product name: Metoclopramide Related Compound D
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 100MG
Price: $743
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1440841
Product name: Metoclopramide Related Compound D
Packaging: 15mg
Price: $1250
Updated: 2025/07/31

Sigma-Aldrich

Product number: S447994
Product name: METHYL 4-ACETAMIDO-2-METHOXYBENZOATE
Purity: Aldrich
Packaging: 1g
Price: $179
Updated: 2024/03/01

TCI Chemical

Product number: M2776
Product name: Methyl 4-Acetamido-2-methoxybenzoate
Purity: >98.0%(GC)
Packaging: 5g
Price: $28
Updated: 2025/07/31

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Methyl 4-acetamido-2-methoxybenzoate Chemical Properties,Usage,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

METHYL 4-AMINOSALICYLATE 4-Aminosalicylic acid Dimethyl sulfate

Preparation Products

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Methyl 4-acetamido-2-methoxybenzoate Suppliers

Americas 1 Canada 1 China 194 Europe 3 Germany 1 India 17 Japan 1 United Kingdom 3 United States 17 Global 238

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

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Methyl 4-acetamido-2-methoxybenzoate 4093-29-2
Price: US $0.00-0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1000kg
Release date: 2021-09-14

Shaanxi Dideu New Materials Co. Ltd

Product: Methyl 4-acetamido-2-methoxybenzoate 4093-29-2
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-02-25

Hebei Chuanghai Biotechnology Co,.LTD

Product: Methyl 4-Acetamido-2-Methoxybenzoate 4093-29-2
Price: US $5.00-2.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-08-21

4093-29-2, Methyl 4-acetamido-2-methoxybenzoateRelated Search:

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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)

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)

Metoclopramide Hydrochloride Monohydrate Impurity D

MetocloprDmide EP Impurity D

Cinibide Tartaric acid impurity 34

Metoclopramide Hydrochloride Monohydrate EP Impurity D

Metoclopramide related Complex D

Metoclopramide EP Impurity D (Metoclopramide USP Related Compound D)

4093-29-2