METOCLOPRAMIDE HCL

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METOCLOPRAMIDE HCL

Product Name: METOCLOPRAMIDE HCL
CAS No.: 7232-21-5
Chemical Name: METOCLOPRAMIDE HCL
Synonyms: Eucil;reglan;EMperal;Maxeran;cerucal;maxolon;Gastrese;MetaMide;DraclaMid;Gastrobid
CBNumber: CB4236007
Molecular Formula: C14H23Cl2N3O2
Formula Weight: 336.26
MOL File: 7232-21-5.mol

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METOCLOPRAMIDE HCL Property

Melting point:: 171-173°C
storage temp.: 2-8°C
solubility: H₂O: soluble
form: solid
color: white

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: BZ3325000
HS Code: 29242990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M0763
Product name: Metoclopramide hydrochloride
Purity: solid
Packaging: 10g
Price: $69.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: M0763
Product name: Metoclopramide hydrochloride
Purity: solid
Packaging: 25g
Price: $156
Updated: 2024/03/01

Sigma-Aldrich

Product number: BP357
Product name: Metoclopramide hydrochloride
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 100MG
Price: $219
Updated: 2023/06/20

Alfa Aesar

Product number: J61545
Product name: Metoclopramide hydrochloride
Packaging: 10g
Price: $50.8
Updated: 2023/06/20

Alfa Aesar

Product number: J61545
Product name: Metoclopramide hydrochloride
Packaging: 25g
Price: $112
Updated: 2023/06/20

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METOCLOPRAMIDE HCL Chemical Properties,Usage,Production

Description

Metoclopramide is an orally bioavailable serotonin (5-HT) receptor 5-HT₃ antagonist with K_i 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 (K_is = 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

Antiemetic;5-HT3 antagonist

Uses

A D2DR inhibitor and an HTR3E inhibitor

Uses

Dopamine D2 receptor antagonist. Antiemetic.

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 HCL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from METOCLOPRAMIDE HCL manufacturers

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: METOCLOPRAMIDE HCL 7232-21-5
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2024-04-18

Shaanxi Dideu Medichem Co. Ltd

Product: Metoclopramide hydrochloride 7232-21-5
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-05-06

Guangzhou Tengyue Chemical Co., Ltd.

Product: Metoclopramide hydrochloride 7232-21-5
Price: US $90.00/kg
Min. Order: 1kg
Purity: 99% Purity (What/sapp: +86 18145728414)
Supply Ability: 1000 Tons/Month
Release date: 2023-12-20

7232-21-5, METOCLOPRAMIDE HCLRelated Search:

batanopride METOCLOPRAMIDE HCL Cloxacepride 4-AMINO-N-1-AZABICYCLO[2.2.2]OCT-3-YL-5-CHLORO-2-METHOXYBENZAMIDE HYDROCHLORIDE NEMONAPRIDE Lintopride 4-Amino-5-chloro-N-(2-(diethylamino)ethyl)-2-methoxybenzamide Metoclopramide hydrochloride 2-METHOXYBENZAMIDE 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)- METOCLOPRAMIDE HCL IMP. C (EP):4-AMINO-5-CHLORO-2-METHOXYBENZOIC ACID METOCLOPRAMIDE HCL IMP. H (EP): 4-(ACETYLAMINO)-2-HYDROXYBENZOIC ACID

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 HCL

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)

7232-21-5

C14H22ClN3O2

C14H22ClN3O2ClH

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

Amines

Aromatics

Intermediates & Fine Chemicals

Pharmaceuticals

Antagonists

Dopaminergics

Neurotransmitters

Dopamine receptor