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ChemicalBook >> CAS DataBase List >>Methyl 4-acetamido-5-chloro-2-methoxybenzoate

Methyl 4-acetamido-5-chloro-2-methoxybenzoate

CAS No.
4093-31-6
Chemical Name:
Methyl 4-acetamido-5-chloro-2-methoxybenzoate
Synonyms
MetoclopraMide Related CoMpound B;Metoclopramide EP Impurity B;lfn 642-23-9;5-CHLOROMETHOPABATE;LABOTEST-BB LT00441083;MetoclopraMide chloride;Metoclopramide RC B (USP);Metoclopramide BP Impurity B;MetocloprBmide EP Impurity B;Methyl 4-(Acetylamino)-5-chloro-2-m
CBNumber:
CB5404478
Molecular Formula:
C11H12ClNO4
Molecular Weight:
257.67
MDL Number:
MFCD00048191
MOL File:
4093-31-6.mol
MSDS File:
SDS
Last updated:2026-06-12 08:45:15
Product description Number Pack Size Price
Metoclopramide Related Compound B Pharmaceutical Secondary Standard; Certified Reference Material PHR2284 100MG $803
Methyl 4-acetamido-5-chloro-2-methoxybenzoate 99% 463450 25g $34.3
Metoclopramide Related Compound B United States Pharmacopeia (USP) Reference Standard 1440820 15mg $1340
Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate 164912 1g $326
Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate 164912 10g $432
More product size

Methyl 4-acetamido-5-chloro-2-methoxybenzoate 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)
form Solid
pka 13.16±0.70(Predicted)
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)
FDA UNII 3D7Z5O4UXA
EPA Substance Registry System Benzoic acid, 4-(acetylamino)-5-chloro-2-methoxy-, methyl ester (4093-31-6)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
PPE dust mask type N95 (US), Eyeshields, Gloves
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
REACH Registrations Active
NFPA 704
1
0 0

Methyl 4-acetamido-5-chloro-2-methoxybenzoate price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2284 Metoclopramide Related Compound B Pharmaceutical Secondary Standard; Certified Reference Material 4093-31-6 100MG $803 2026-04-30 Buy
Sigma-Aldrich 463450 Methyl 4-acetamido-5-chloro-2-methoxybenzoate 99% 4093-31-6 25g $34.3 2026-04-30 Buy
Sigma-Aldrich 1440820 Metoclopramide Related Compound B United States Pharmacopeia (USP) Reference Standard 4093-31-6 15mg $1340 2026-04-30 Buy
Usbiological 164912 Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate 4093-31-6 1g $326 2026-06-03 Buy
Usbiological 164912 Methyl 4-Acetylamino-5-chloro-2-methoxybenzoate 4093-31-6 10g $432 2026-06-03 Buy
Product number Packaging Price Buy
PHR2284 100MG $803 Buy
463450 25g $34.3 Buy
1440820 15mg $1340 Buy
164912 1g $326 Buy
164912 10g $432 Buy

Methyl 4-acetamido-5-chloro-2-methoxybenzoate Chemical Properties,Uses,Production

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

Methyl 4-acetamido-2-methoxybenzoate

4093-29-2

Methyl 4-acetamido-5-chloro-2-methoxybenzoate

4093-31-6

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

4093-29-2
4093-31-6
Synthesis of Methyl 4-acetamido-5-chloro-2-methoxybenzoate from Methyl 4-acetamido-2-methoxybenzoate
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View Lastest Price from Methyl 4-acetamido-5-chloro-2-methoxybenzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl 4-acetamido-5-chloro-2-methoxybenzoate pictures 2026-07-27 Methyl 4-acetamido-5-chloro-2-methoxybenzoate
4093-31-6
 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Methyl 4-acetamido-5-chloro-2-methoxybenzoate pictures 2026-06-30 Methyl 4-acetamido-5-chloro-2-methoxybenzoate
4093-31-6
 1kg 98% 1000kgs Shaanxi Dideu New Materials Co. Ltd
LABOTEST-BB LT00441083 pictures 2025-12-12 LABOTEST-BB LT00441083
4093-31-6
 $20.00-30.00 1KG 99% 200000KG Shaanxi Dideu Medichem Co. Ltd

Methyl 4-acetamido-5-chloro-2-methoxybenzoate Spectrum

4-(acetylamino)-5-chloro-2-methoxy-benzoicacimethylester 4-ACETYLAMINO-5-CHLORO-2-METHOXY-BENZOIC ACID METHYL ESTER 4-ACETAMIDO-5-CHLORO-2-METHOXYBENZOIC ACID METHYL ESTER LABOTEST-BB LT00441083 METHYL 4-ACETAMIDO-5-CHLORO-2-METHOXYBENZOATE METHYL 4-ACETAMIDO-5-CHLORO-O-ANISATE 5-Chloro-4-acetamid-2-methoxy methyl benzoate 5-Chloro-4-acetamido-2-methoxybenzoic acid methylester Methyl-2-methoxy-4-acetylamino-5-chlorobenzoate Acetamido-5-chloro-2-methoxybenzoicacidmethylester Methyl 5-chloro-4-acetamino-2-methoxybenzoate 4-Acethylamino-2-Methoxy-5-Nitro Benzoic acid Methyl Ester METHYL 4-(ACETYLAMIDO)-5-CHLORO-2-METHOXYBENZOATE 2-METHOXY-4-ACETAMIDO-5-CHLOROBENZOICACIDMETHYLESTER N-ACETYL-4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID, METHYL ESTER 5-CHLOROMETHOPABATE Benzoic acid, 4-(acetylamino)-5-chloro-2-methoxy-, methyl ester METHYL 4-ACETAMIDO-5-CHLORO-2-METHOXYBENZOATE, 99+% 2-Methoxy-4-(acetylamino)-5-chlorobenzoic acid methyl ester MetoclopraMide chloride 2-Methoxy-4-acetylaMino-5-chloro Methybenzoate Methyl 4-acetamido-5-chloro-2-methoxybenzoate 99% Metoclopramide RC B (USP) methyl 2-methoxy 4-acetamido 5-chloro benzoate Metoclopramide Impurity 2（Metoclopramide EP Impurity B） 4-acetamido-5-chloro-2-methoxy-3-methylbenzoate Metoclopramide BP Impurity B Methyl 4 -Acetamido -5- Chloro - 2 – Methoxy Benzoate(Chloromethopabate) () Methyl 4-(Acetylamino)-5-chloro-2-m 2-METHOXY-4-ACETYLAMINO-5-CHLORO METHYL BENZOATE 4093-31-6 lfn 642-23-9 Metoclopramide Related Compound B (methyl 4-acetamido-5-chloro-2-methoxybenzoate) (1440820) MetoclopraMide Related CoMpound B Metoclopramide EP Impurity B Metoclopramide USP Related Compound B METHYL 4-ACETAMIDO 5- CHLORO 2-METHOXYBENZOATE (5- CHLORO METHOPABATE) MetocloprBmide EP Impurity B Metoclopramide Hydrochloride Monohydrate EP Impurity B Metoclopramide EP Impurity B (Metoclopramide USP Related Compound B) 4-Acetamido-5-chloro-2-methoxybenzoate Metoclopramide Hydrochloride Monohydrate Impurity B 4093-31-6 CH3CONHC6H2ClOCH3CO2CH3 C11H12ClNO4 C10 to C11 Carbonyl Compounds Building Blocks Organic Building Blocks Esters Aromatic Esters C10 to C11 Carbonyl Compounds Esters (for metoclopramide Hcl) 4093-31-6
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