Back to ChemicalBook Home--->CAS DataBase List--->57808-66-9

57808-66-9

57808-66-9 Structure

57808-66-9 Structure
IdentificationMore
[Name]

Domperidone
[CAS]

57808-66-9
[Synonyms]

4-(5-chloro-2-oxo-1-benzimidazolinyl)-1-[3-(2-oxobenzimidazolinyl)propyl]piperidine
5-CHLORO-1-[1-[3-(2,3-DIHYDRO-2-OXO-1H-BENZIMIDAZOL-1-YL)PROPYL]-4-PIPERIDINYL]-1,3-DIHYDRO-2H-BENZ-IMIDAZOL-2-ONE
ALPHA-[2-(DIISOPROPYLAMINO)ETHYL]-ALPHA-PHENYL-2-PYRIDINE-ACETAMIDE
DOMPERIDONE
MOTILIUM
2h-benzimidazol-2-one,1,3-dihydro-5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1h-benzi
5-chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidaz
kw-5338
midazol-1-yl)propyl)-4-piperidinyl)-
DOMPERIDONE PERIPHERAL DOPAMINE A
3-(3-Choro Propyl)-2,3 Dihydro 1H Benzimidazole-2-One
DOMPERIDONE,BP,EP
Demperidone
5-chloro-1-(1-[3-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)propyl]piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
5-Chloro-1-[1-[3-(2,3-dihydro-2-oxo-lH-benzimidazol-1-y1)-propyl]-4-piperidyl]-1,3-dihydro-2H-benzimidazol-2-one
Euciton
Evoxin
Gastronorm
Moperidone
Nauzelin
[EINECS(EC#)]

260-968-7
[Molecular Formula]

C22H24ClN5O2
[MDL Number]

MFCD00069256
[Molecular Weight]

425.91
[MOL File]

57808-66-9.mol
Chemical PropertiesBack Directory
[Appearance]

white powder
[solubility ]

DMSO: >10 mg/mL
[form ]

solid
[color ]

white
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[CAS DataBase Reference]

57808-66-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R62:Possible risk of impaired fertility.
R63:Possible risk of harm to the unborn child.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

DE2275900
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylformamide-->Chloroform-->POTASSIUM CYANIDE-->Potassium iodide-->Silica gel-->2-Nitrochlorobenzene-->4-Methyl-2-pentanone-->1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester-->Benzimidazole-->4-AMINOCYCLOHEXANECARBOXYLIC ACID
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Domperidone(57808-66-9).msds
Questions And AnswerBack Directory
[Gastro-kinetic drugs]

Domperidone is a commonly used antiemetic and gastro-kinetic drug with its appearance being white to light yellow powder and bitter taste. It is almost insoluble in water, slightly soluble in ethanol, easily soluble in lactic acid as well as soluble in citrate. This product is a kind of peripheral dopamine receptor antagonists with strong action. Domperidone can block the DA1 and DA2 receptor next to the synapses, antagonizing the inhibitory effect of dopamine on the postsynaptic cholinergic neurons of myenteric plexus and causing the stomach contractions. It can promote the motility and tension of digestive tract motility to return to normal function, promoting the emptying of stomach, increasing the motility of gastric antral and duodenum, coordinating the contraction of the pylorus as well as enhancing the esophageal peristalsis and the tension of the lower esophageal sphincter. Because it has a poor penetration capability through the blood-brain barrier with almost no antagonism on the dopamine receptor, you can rule out the side effects of spirit and the central nervous system side. It has rapid absorption after oral administration with the plasma concentration reaching peak after 15~30 min. In addition to the central nervous system, it is also widely distributed in other parts of the body. Owing to the presence of "first pass" hepatic metabolism and intestinal metabolism, it has a low oral bioavailability. The half-life of this product is 7h with 30% excreted through the urine at 24 h after the oral administration and about 60% excreted through faeces within 4 days.
Indications
1, Digestion dysfunction symptoms caused by delayed gastric emptying, gastroesophageal reflux, chronic gastritis and esophagitis including nausea, vomiting, belching, abdominal fullness, abdominal pain, regurgitation caused burning sensation of mouth and stomach.
2, Parkinson's disease and nausea and vomiting caused by various kinds of reasons such as functional, infection, dietary, radiotherapy or drug therapy and dopamine receptor agonists (such as levodopa, bromocriptine) therapy.
3, it is suitable for treating migraine, dysmenorrhea, traumatic brain injury and intracranial lesions, radiation therapy and the nausea and vomiting caused by levodopa, nonsteroidal anti-inflammatory drug.
4, it is effective in treating the nausea and vomiting caused by various organic or functional gastrointestinal disorders in elderly people.
5, Domperidone is not effective in treating the vomiting caused by surgery or anesthesia and chemotherapy.
The above information is edited by the Chemicalbook of Dai Xiongfeng.
[Chemical Properties]

From dimethylformamide-water to obtain its white crystalline powder; the melting points is 242.5 ℃
[Uses]

It is a kind of potent peripheral dopamine receptor antagonist with anti-vomiting and gastro-kinetic effects. It can affect the gastrointestinal motility to make the motility and tension of upper gastrointestinal tract return to normal and promote gastric emptying, enhancing the antral and duodenal motility, and coordinating the pyloric contraction. It can be used for the treatment of dyspepsia, and the nausea and vomiting induced by functional, organic, infection, dietary, radiation therapy or drug therapy. Because it almost has no inhibitory effect on dopamine receptor, there are no psychiatric and neurological side effects. And it can be used for treating the nausea caused by treating the Parkinson’s disease through taking dopamine agonists.
It can be used as anticholinergic antispasmodics.
Domperidone is a kind of phenyl imidazole compounds with a strong role in promoting gastric motility and antiemetic effect. It can strengthen the tension of the sphincter of the lower part of the esophagus, preventing the stomach-esophageal reflux, enhancing the gastric motility, promoting the gastric emptying, coordinating the stomach and duodenal motility, suppressing nausea, vomiting, and effectively preventing the bile reflux without affecting the secretion of gastric juice. This product is a kind of peripheral dopamine receptor antagonists which can directly block the gastrointestinal dopamine receptors and exhibit the stimulating effect of gastric motility. It can enhance the esophageal peristalsis and the tension of esophageal sphincter. Because of its poor penetration through the blood brain barrier, it has almost no antagonism against the dopamine receptor of the brain, and therefore can excluding the side effects of the spirit and the central nervous system.
[Production method]

2-nitro-1, 4-dichlorobenzene is reacted with 4-amino-cyclohexanecarboxylic acid ethyl ester and is further subject to hydrogenation reduction, urea cyclization, hydrolysis, to give 5-chloro-1-(piperidin-4-yl)-1,3-dihydro-benzimidazol-2-ketone.
Hydroxyl propylamine can have nucleophilic substitution of the chlorine of 2-nitro-chlorobenzene and then be subject to hydrogenation to reduce the nitro group to amino group; then have cyclization with potassium chloride and further chlorination to give 1-(3-chloropropyl)-2,3-dihydro-1H-benzimidazol-2-ketone.
The two benzimidazole derivative obtained above are processed as follows and can give domperidone. 2.3 parts of 1-(3-chloropropyl)-2,3-dihydro-1H-benzimidazol-2-ketone, 2.5 parts of 5--chloro-I-(piperidin-4-yl)-1,3-2H-dihydro-benzimidazol-2-one, 3.2 parts of sodium carbonate, 0.1 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone were stirred and reflux for 24h. After being cooled to room temperature, add water, filter off the insolubles and purify it by silica gel column chromatography with the eluting solution being chloroform and 10% methanol mixture. The effluent containing the product were collected and concentrated. The residue was crystallized using 4-methyl-2-pentanone. After filtration, apply re-crystallization with the mixture of dimethylformamide and water to obtain 1.3 parts of domperidone with the yield being 30% and the mp being 242.5 ℃.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

57808-66-9(sigmaaldrich)
57808-66-9 suppliers list
Company Name: Capot Chemical Co.,Ltd.
Tel: +86 (0)571-855 867 18
Fax: +86 (0)571-858 647 95
Website: www.capotchem.com
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-13650506873
Fax:
Website: www.chemdad.com
Company Name: Hubei xin bonus chemical co. LTD
Tel: 86-13657291602
Fax: 027-59338440
Website: www.chemicalbook.com/ShowSupplierProductsList1549548/0.htm
Company Name: HubeiwidelychemicaltechnologyCo.,Ltd
Tel: 18627774460
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList1110588/0.htm
Company Name: Chemwill Asia Co.,Ltd.
Tel: 86-21-51086038
Fax: 86-21-51861608
Website: www.chemwill.com
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 86-18871470254
Fax: 027-59599243
Website: www.chemicalbook.com/ShowSupplierProductsList31316/0.htm
Company Name: Hebei Guanlang Biotechnology Co., Ltd.
Tel: +8619930501651
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList31448/0.htm
Company Name: career henan chemical co
Tel: +86-371-86658258
Fax:
Website: www.coreychem.com
Company Name: Hebei Chisure Biotechnology Co., Ltd.
Tel: +8613292890173
Fax: 0311 66567340
Website: www.chemicalbook.com/ShowSupplierProductsList30840/0.htm
Company Name: ATK CHEMICAL COMPANY LIMITED
Tel: +86 21 5161 9050/ 5187 7795
Fax: +86 21 5161 9052/ 5187 7796
Website: www.atkchemical.com
Company Name: Hebei Huanhao Biotechnology Co., Ltd.
Tel: 86-0311-83975816 whatsapp +8618034554576
Fax: 86-0311-83975816
Website: www.chemicalbook.com
Company Name: Henan DaKen Chemical CO.,LTD.
Tel: +86-371-55531817
Fax:
Website: www.dakentech.com
Company Name: Shanghai Zheyan Biotech Co., Ltd.
Tel: 18017610038
Fax:
Website: www.chemicalbook.com/ShowSupplierProductsList30845/0.htm
Company Name: PI & PI BIOTECH INC.
Tel: 020-81716320
Fax: 020-81716319
Website: www.pipitech.com
Company Name: Mainchem Co., Ltd.
Tel: +86-0592-6210733
Fax: +86-0592-6210733
Website: www.mainchem.com
Company Name: Hubei XinRunde Chemical Co., Ltd.
Tel: +8615102730682; +8618874586545
Fax: 02783214688
Website: www.xrdchem.guidechem.com
Company Name: Rixing Chemical CO.,LTD
Tel: 13237129059
Fax: -
Website: www.rixingchemi.com
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: 0371-55170693
Fax: 0371-55170693
Website: www.tianfuchem.net
Tags:57808-66-9 Related Product Information
3855-32-1 42389-59-3 62476-15-7 50534-45-7 20662-53-7 50533-97-6 6711-48-4 56-18-8 57808-66-9 75-45-6 114-86-3 51-17-2 915-30-0 52-86-8 548-73-2