Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>Metoclopramide hydrochloride

Metoclopramide hydrochloride

Metoclopramide hydrochloride Structure
Metoclopramide hydrochloride structure
CAS No.
7232-21-5
Chemical Name:
Metoclopramide hydrochloride
Synonyms
METOCLOPRAMIDE HCL;Eucil;reglan;EMperal;Maxeran;cerucal;maxolon;Gastrese;MetaMide;DraclaMid
CBNumber:
CB4236007
Molecular Formula:
C14H23Cl2N3O2
Molecular Weight:
336.26
MDL Number:
MFCD00058011
MOL File:
7232-21-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-30 10:48:35
Request For Quotation

Metoclopramide hydrochloride Properties

Melting point 171-173°C
storage temp. 2-8°C
solubility H2O: soluble
form solid
color white
Water Solubility H2O: soluble
Major Application pharmaceutical
pharmaceutical small molecule
InChI 1S/C14H22ClN3O2.ClH/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3;/h8-9H,4-7,16H2,1-3H3,(H,17,19);1H
InChIKey RVFUNJWWXKCWNS-UHFFFAOYSA-N
SMILES Cl.CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
NCI Dictionary of Cancer Terms Reglan
FDA UNII 7B1QZY5SWZ
NCI Drug Dictionary Reglan
UNSPSC Code 41116107
NACRES NA.77

Pharmacokinetic data

Protein binding 13-22%
Excreted unchanged in urine 20-30%
Volume of distribution 3.5(L/kg)
Biological half-life 4-6 / 15

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  BZ3325000
HS Code  29242990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

Metoclopramide hydrochloride price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M0763 Metoclopramide hydrochloride solid 7232-21-5 10g $76.8 2026-04-30 Buy
Sigma-Aldrich PHR1132 Metoclopramide Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 1 g $114 2026-04-30 Buy
Sigma-Aldrich M1825000 Metoclopramide hydrochloride European Pharmacopoeia (EP) Reference Standard 50 mg $164 2026-04-30 Buy
Sigma-Aldrich M0763 Metoclopramide hydrochloride solid 7232-21-5 25g $171 2026-04-30 Buy
Sigma-Aldrich BP357 Metoclopramide hydrochloride British Pharmacopoeia (BP) Reference Standard 7232-21-5 100MG $242 2026-04-30 Buy
Product number Packaging Price Buy
M0763 10g $76.8 Buy
PHR1132 1 g $114 Buy
M1825000 50 mg $164 Buy
M0763 25g $171 Buy
BP357 100MG $242 Buy

Metoclopramide hydrochloride Chemical Properties, Uses, Production

Description

Metoclopramide is an orally bioavailable serotonin (5-HT) receptor 5-HT3 antagonist with Ki and IC50 values of 995 and 308 nM, respectively, in rat cortical membranes. It is also a dopamine D2 receptor antagonist (IC50 = 483 nM in rat brain synaptic membranes). Oral administration of metoclopramide inhibits emesis induced by cisplatin and apomorphine in ferrets and dogs with ED50 values of 6.17 and 0.45 mg/kg, respectively. Metoclopramide reversibly inhibits human acetylcholinesterase (AChE) isolated from the caudate nucleus (Kis = 9.3 and 82 μM for competitive and non-competitive inhibition, respectively). Formulations containing metoclopramide have been used as anti-emetic and antipsychotic agents.

Chemical Properties

White Solid

Originator

Primperan,Delagrange,France,1964

Uses

Dopamine D2 receptor antagonist. Antiemetic.

Uses

Antiemetic;5-HT3 antagonist

Uses

A D2DR inhibitor and an HTR3E inhibitor

Manufacturing Process

The N-(diethylaminoethyl)-2-methoxy-4-aminobenzamide used as the starting material may be prepared from o-toluidine. The o-toluidine is initially nitrated with nitric acid to produce 4-nitro-o-toluidine. The 4-nitro-o-toluidine is then converted to 2-hydroxy-4-nitrotoluene by heating with nitrous acid. By reacting the resulting 2-hydroxy-4-nitrotoluene with dimethyl sulfate, 2- methoxy-4-nitrotoluene is formed. The 2-methoxy-4-nitrotoluene is oxidized with potassium permanganate to produce 2-methoxy-4-nitrobenzoic acid. The latter substituted benzoic acid is treated with thionyl chloride to form 2- methoxy-4-nitrobenzoyl chloride. A methyl ethyl ketone solution of the 2- methoxy-4-nitrobenzoyl chloride is added over a period of about 1 hours to a methyl ethyl ketone solution containing an equal molecular quantity of N,Ndiethylethylene diamine while stirring and maintaining the temperature between 0°C and 5°C. The N-(diethylaminoethyl)-2-methoxy-4- nitrobenzamide hydrochloride formed precipitates. It is filtered, washed twice with methyl ethyl ketone, dissolved in alcohol, and reduced catalytically in an absolute isopropyl alcohol solution to form N-(diethylaminoethyl)-2-methoxy- 4-aminobenzamide. The base is obtained by precipitating with sodium hydroxide.
80 g (0.3mol) of N-(2-diethylaminoethyl)-2-methoxy-4-aminobenzamide are dissolved in small portions in 150 cc of acetic acid. The mixture is cooled and 45 g (0.45 mol) of acetic anhydride are added, and the solution obtained is heated for two hours on a water bath. After cooling, the solution is decanted into a round-bottomed flask with a stirrer, a thermometer and a tube for introducing the chlorine. It is stirred and the current of chlorine is passed through, the temperature being maintained between 20°C and 25°C. The stirring is continued for one hour after the completion of the absorption of the chlorine.
The mixture obtained is poured into 2 liters of water and the base is precipitated with 30% soda. The precipitated base is extracted with 400 cc of methylene chloride. After evaporation of the solvent, the N-(2- diethylaminoethyl)-2-methoxy-4-acetamino-5-chlorobenzamide formed crystallizes. The melting point is 86°C to 87°C and the yield is 95%.
To obtain the corresponding amino derivative, 109 g of base are heated under agitation in a round-bottomed flask with 300 cc of 35-36% concentrated hydrochloric acid and 600 cc of water. It is heated on a water bath until dissolution is complete, then maintained at boiling point for 90 minutes, cooled, diluted with 1 liter of water, and neutralized with about 350 cc of 30% soda. The N-(2-diethylaminoethyl)-2-methoxy-4-amino-5-chlorobenzamide formed crystallizes, is centrifuged and washed in water. Its melting point is 122°C and the yield is 74%.
To obtain the corresponding dihydrochloride, the base is dissolved in absolute alcohol (3 volumes) and to that solution is added 5 N alcoholic hydrochloric acid. The dihydrochloride precipitates, is centrifuged and washed with alcohol. It is a solid white material, having a melting point of 134°C to 135°C.

Therapeutic Function

Antiemetic

Biochem/physiol Actions

D2 antagonist; 5-HT3 antagonist; antipsychotic; anti-emetic.

Clinical Use

Nausea and vomiting

Veterinary Drugs and Treatments

Metoclopramide has been used in veterinary species for both its GI stimulatory and antiemetic properties. It has been used clinically for gastric stasis disorders, gastroesophageal reflux, to allow intubation of the small intestine, as a general antiemetic (for parvovirus, uremic gastritis, etc.), and an antiemetic to prevent or treat chemotherapy-induced vomiting.

Drug interactions

Potentially hazardous interactions with other drugs
Ciclosporin: increased ciclosporin blood levels.

Metabolism

Metoclopramide undergoes first-pass hepatic metabolism. It is excreted in the urine, about 85% of a dose being eliminated in 72 hours, 20% as unchanged metoclopramide and the remainder as sulfate or glucuronide conjugates, or as metabolites. About 5% of a dose is excreted in faeces via the bile.

Metoclopramide hydrochloride Preparation Products And Raw materials

Raw materials

Chlorine

Preparation Products

Metoclopramide hydrochloride Suppliers

Global Suppliers ( 275)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 9920 65
Shanghai QianJin Chemical Technology Co., Ltd 021-20900665 17321230821 2986274987@qq.com China 754 55
Hubei Jusheng Technology Co.,Ltd 027-59599241 18871490274 1400878000@qq.com China 9506 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
Alta Scientific Co., Ltd. 022-6537-8550 15522853686 sales@altasci.com.cn China 4508 55
Jai Radhe Sales +(91)-(79)-26431096/65255722 info@jairadhesales.com India 394 60
BOC Sciences 16314854226 info@bocsci.com United States 9909 65
Supplier Advantage
J & K SCIENTIFIC LTD. 76
LGM Pharma 70
Chemsky（shanghai）International Co.,Ltd. 50
BOC Sciences 65
Shanghai QianJin Chemical Technology Co., Ltd 55
Hubei Jusheng Technology Co.,Ltd 58
Sigma-Aldrich 80
Alta Scientific Co., Ltd. 55
Jai Radhe Sales 60
BOC Sciences 65

View Latest Price from Metoclopramide hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METOCLOPRAMIDE HCL pictures 2026-09-01 METOCLOPRAMIDE HCL
7232-21-5
 1kg 99% 20tons Shaanxi TNJONE Pharmaceutical Co., Ltd
Metoclopramide Hydrochloride pictures 2026-08-07 Metoclopramide Hydrochloride
7232-21-5
 $1.00-4.00 1KG 99% 200000KG Shaanxi Dideu Medichem Co. Ltd
Metoclopramide hydrochloride pictures 2026-07-29 Metoclopramide hydrochloride
7232-21-5
 $30.00-53.00 99.99% 10g TargetMol Chemicals Inc.

Metoclopramide hydrochloride Spectrum

METOCLOPRAMIDE HCL(7232-21-5)1HNMR

7232-21-5 (Metoclopramide hydrochloride ) Related Search:

batanopride NEMONAPRIDE Cloxacepride Metoclopramide hydrochloride Metoclopramide monohydrochloride monohydrate
2-Methoxybenzamide Lintopride 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide 4-Amino-N-1-azabicyclo[2.2.2]oct-3-yl-5-chloro-2-methoxybenzamide hydrochloride pancopride
Mezacopride PERALOPRIDE Benzamide, 5-chloro-N-(2-(diethylamino)ethyl)-4-((4,5-dihydro-1H-imida zol-2-yl)amino)-2-methoxy- Benzamide, 4-amino-5-chloro-N-(2-(cyclopropylethylamino)ethyl)-2-metho xy- 5-Chloro-N-(2-(diethylamino)ethyl)-4-((4,5-dihydro-2-oxazolyl)amino)-2 -methoxybenzamide
Benzamide, 4-amino-5-chloro-2-methoxy-N-(2-(4-(2-pyridinyl)-1-piperazi nyl)ethyl)- YM-09151-2, [N-methyl-3H]- Metoclopramide HCl imp. C (EP):4-amino-5-chloro-2-methoxybenzoic acid

1of4

AKOS 92099 2-Methoxy-4-amino-5-chloro-N,N-dimethylaminoethyl)benzamide AHR-3070-C Metoclopramide hydrochloride LABOTEST-BB LT00772087 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-2-methoxy-benzamidmonohydroch 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-o-anisamidehydrochloride CloproMate DraclaMid EMperal Eucil Gastrese Gastrobid Gastrosil GastroteM Maxeran Meclopran MetaMide Metoclopramide hydrochloride ,99% 4-amino-5-chloro-N-(2-(diethylamino)ethyl)-o-anisamide monohydrochloride METOCLOPRAMIDE MONOHYDROCHLORIDE 4-amino-5-chloro-n-(2-(diethylamino)ethyl)-o-anisamidmonohydrochloride cerucal maxolon paspertin primperan(tablet) reglan 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide monohydrochloride METOCLOPRAMIDE HYDROCHLORIDE 5-HT3 SEROT ONIN ANTAG Benzamide, 4-amino-5-chloro-N-2-(diethylamino)ethyl-2-methoxy-, monohydrochloride METOCLOPRAMIDEHYDROCHLORIDE,ANHYDROUS Metoclopramide hydrochloride Solution in Water, 100μg/mL METOCLOPRAMIDE HCL USP/EP/BP Metoclopramide hydrochlorideQ: What is Metoclopramide hydrochloride Q: What is the CAS Number of Metoclopramide hydrochloride Q: What is the storage condition of Metoclopramide hydrochloride Q: What are the applications of Metoclopramide hydrochloride Carbothion opramide (hydrochloride) Maxolon|||Metoclopramide HCl C15165000 MetoclopramidEhydrochloride Metoclopramide hydrochloride, 10 mM in DMSO Metoclopramide hydrochloride Metoclopramide hydrochloride 100 μg/mL in Acetonitrile Benzamide, 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxy-, hydrochloride (1:1) METOCLOPRAMIDE HCL 7232-21-5 C14H22ClN3O2 C14H22ClN3O2ClH D2 antagonist; 5-HT3 antagonist; antipsychotic; anti-emetic Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals Antagonists Dopaminergics Neurotransmitters Dopamine receptor