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Cas Database |
| Name |
Domperidone |
EINECS | 260-968-7 |
| CAS No. | 57808-66-9 | Density | 1.341 g/cm3 |
| PSA | 78.82000 | LogP | 3.29110 |
| Solubility | DMSO: >10 mg/mL | Melting Point |
242.5oC |
| Formula | C22 H24 Cl N5 O2 | Boiling Point | N/A |
| Molecular Weight | 425.918 | Flash Point | N/A |
| Transport Information | N/A | Appearance | white powder |
| Safety | 26-36 | Risk Codes | 62-63 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone;Domperidonum;Motilium; |
Article Data | 3 |
Domperidone Synthetic route
- 64928-87-6
1-(3-aminopropyl)benzimidazol-2-one
- 53786-28-0
5-chloro-1-(piperidin-4-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one
- 57808-66-9
domperidone
| Conditions | Yield |
|---|---|
| With sodium bromide; sodium sulfite In nitromethane for 32h; Solvent; Concentration; Reflux; | 51% |
- 67-66-3
chloroform
- 108-10-1
4-methyl-2-pentanone
- 62780-89-6
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
- 53786-28-0
5-chloro-1-(piperidin-4-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one
- 57808-66-9
domperidone
| Conditions | Yield |
|---|---|
| With potassium iodide; sodium carbonate In water | 1.3 parts (30%) |
- 57808-66-9
domperidone
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide for 35h; Irradiation; | 50% |
- 57808-66-9
domperidone
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 1h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
| Conditions | Yield |
|---|---|
| In methanol for 0.75h; |
Domperidone Chemical Properties
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IUPAC Name: 6-Chloro-3-[1-[3-(2-oxo-3H-benzimidazol-1-yl)propyl]piperidin-4-yl]-1H-benzimidazol-2-one
Molecular Formula: C22H24ClN5O2
Molecular Weight: 425.96
EINECS: 260-968-7
Classification Code: Anti-emetic; Antiemetics; Autonomic Agents; Central Nervous System Agents; Dopamine Agents; Dopamine antagonists; Drug / Therapeutic Agent; Gastrointestinal Agents; Human Data; Neurotransmitter Agents; Peripheral Nervous System Agents; Reproductive Effect
Product Categories: Dopamine receptor
Stability: Stable. Incompatible with strong oxidizing agents.
XLogP3: 3.9
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 5
Tautomer Count: 4
Exact Mass: 425.161853
MonoIsotopic Mass: 425.161853
Topological Polar Surface Area: 67.9
Heavy Atom Count: 30
Complexity: 655
Index of Refraction: 1.637
Molar Refractivity: 114.03 cm3
Molar Volume: 317.4 cm3
Polarizability: 45.2×10-24 cm3
Surface Tension: 55.6 dyne/cm
Density: 1.341 g/cm3
Melting Point: 242.5 °C
Solubility: DMSO: >10 mg/mL
Henry's Law Constant: 6.11E-22 atm-m3/mole at 25 °C
Atmospheric OH Rate Constant: 1.57E-10 cm3/molecule-sec at 25 °C
Vapour Pressure of Domperidone (CAS NO.57808-66-9): 1.15E-14 mm Hg at 25 °C
Domperidone Uses
Domperidone (CAS NO.57808-66-9) is used as a specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.
Domperidone Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | 42700ug/kg (42.7mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: ANTIPSYCHOTIC GASTROINTESTINAL: NAUSEA OR VOMITING | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 244, Pg. 130, 1980. |
| dog | LD50 | oral | > 160mg/kg (160mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 244, Pg. 130, 1980. | |
| dog | LD50 | rectal | > 120mg/kg (120mg/kg) | Yakkyoku. Pharmacy. Vol. 35, Pg. 625, 1984. | |
| dog | LD50 | subcutaneous | > 160mg/kg (160mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 244, Pg. 130, 1980. | |
| guinea pig | LD50 | intravenous | 42900ug/kg (42.9mg/kg) | BEHAVIORAL: ATAXIA GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: ANTIPSYCHOTIC | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 244, Pg. 130, 1980. |
| human | LDLo | intravenous | 429ug/kg (0.429mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | British Medical Journal. Vol. 288, Pg. 1728, 1984. |
| human | TDLo | intravenous | 714ug/kg (0.714mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | British Medical Journal. Vol. 288, Pg. 1728, 1984. |
| infant | TDLo | oral | 1170ug/kg/1D- (1.17mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Journal of Pediatrics. Vol. 108, Pg. 630, 1986. |
| man | TDLo | intramuscular | 200ug/kg (0.2mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Lancet. Vol. 2, Pg. 1259, 1980. |
| man | TDLo | oral | 234mg/kg/39W- (234mg/kg) | ENDOCRINE: GYNECOMASTIA | Postgraduate Medical Journal. Vol. 67, Pg. 401, 1991. |
| mouse | LD50 | intraperitoneal | > 8gm/kg (8000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| mouse | LD50 | intravenous | 46500ug/kg (46.5mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| mouse | LD50 | oral | > 8gm/kg (8000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 1128, 1982. | |
| mouse | LD50 | subcutaneous | > 8gm/kg (8000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| rat | LD50 | intraperitoneal | 61200ug/kg (61.2mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 1128, 1982. | |
| rat | LD50 | intravenous | 41700ug/kg (41.7mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| rat | LD50 | oral | 5243mg/kg (5243mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| rat | LD50 | rectal | > 250mg/kg (250mg/kg) | Yakkyoku. Pharmacy. Vol. 35, Pg. 625, 1984. | |
| rat | LD50 | subcutaneous | > 8gm/kg (8000mg/kg) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 3991, 1980. |
| women | TDLo | intravenous | 600ug/kg/1D (0.6mg/kg) | CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | Lancet. Vol. 2, Pg. 385, 1985. |
| women | TDLo | intravenous | 1mg/kg (1mg/kg) | CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | British Medical Journal. Vol. 289, Pg. 1579, 1984. |
| women | TDLo | rectal | 7200ug/kg/30H (7.2mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Journal of Pediatrics. Vol. 105, Pg. 852, 1984. |
Domperidone Safety Profile
Poison by intravenous and intraperitoneal routes. Human systemic effects by intravenous and intramuscular routes: eye effects, convulsions, muscle spasms and cardiac arrhythmias. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of Cl− and NOx.
Hazard Codes: 
Xn
Risk Statements: 62-63
R62: Risk of impaired fertility.
R63: Possible risk of harm to the unborn child.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany of Domperidone (CAS NO.57808-66-9): 3
Domperidone Specification
Domperidone (CAS NO.57808-66-9), its Synonyms are 2H-Benzimidazol-2-one, 1,3-dihydro-5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl)-4-piperidinyl)- ; 2H-Benzimidazol-2-one, 5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl)-4-piperidinyl)-1,3-dihydro- ; 5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone ; Domperidonum ; Motilium . It is white powder.
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