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| CAS No.: | 22254-24-6 |
|---|---|
| Name: | Ipratropium bromide |
| Molecular Structure: | |
|
|
|
| Formula: | C20H30NO3.Br |
| Molecular Weight: | 412.42 |
| Synonyms: | 8-Azoniabicyclo[3.2.1]octane,3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-, bromide,(3-endo,8-syn)- (9CI);8-Isopropylatropinium bromide (6CI,7CI);8-Azoniabicyclo[3.2.1]octane,3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-, bromide,(endo,syn)-;Atrovent;N-Isopropylatropinium bromide;N-Isopropylnoratropinium bromomethylate;Sch100;Sch 1000; |
| EINECS: | 244-873-8 |
| Melting Point: | 230-232 °C |
| Solubility: | Freely soluble in water |
| Appearance: | white powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/22-36 |
| Safety: | 26 |
| PSA: | 46.53000 |
| LogP: | -0.18310 |
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Chemistry
Product Name: Ipratropium bromide (CAS NO.22254-24-6)
Molecular Formula: C20H30BrNO3
Molecular Weight: 412.37g/mol
Mol File: 22254-24-6.mol
EINECS: 244-873-8
Melting Point: 230-232°C
H-Bond Donor: 1
H-Bond Acceptor: 4
Structure Descriptors of Ipratropium bromide (CAS NO.22254-24-6):
IUPAC Name: (8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate bromide
Canonical SMILES: CC(C)[N+]1(C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C.[Br-]
InChI: InChI=1S/C20H30NO3.BrH/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H/q+1;/p-1
InChIKey: LHLMOSXCXGLMMN-UHFFFAOYSA-M
Classification Code: Drug / Therapeutic Agent; Human Data; Reproductive Effect; Skin / Eye Irritant
Uses
Ipratropium bromide (CAS NO.22254-24-6) is administered by inhalation for the treatment of obstructive lung diseases.
It is also combined with albuterol (salbutamol) (trade names Combivent and Duoneb, in Italy known as Breva) for the management of chronic obstructive pulmonary disease (COPD) and asthma. It is also combined with fenoterol (trade names Duovent and Berodual N) for the management of asthma.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | oral | 1300mg/kg (1300mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| dog | LDLo | intravenous | 20mg/kg (20mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: ATAXIA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| mammal (species unspecified) | LD50 | intravenous | 10mg/kg (10mg/kg) | PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) | Postgraduate Medical Journal, Supplement. Vol. 51(Suppl, |
| man | TCLo | inhalation | 1ug/kg (0.001mg/kg) | GASTROINTESTINAL: OTHER CHANGES | British Medical Journal. Vol. 292, Pg. 380, 1986. |
| mouse | LD50 | intraperitoneal | 72mg/kg (72mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 417, 1978. |
| mouse | LD50 | intravenous | 12290ug/kg (12.29mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| mouse | LD50 | oral | 1001mg/kg (1001mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: ATAXIA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| mouse | LD50 | subcutaneous | 300mg/kg (300mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| rabbit | LD50 | oral | 1557mg/kg (1557mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 417, 1978. |
| rat | LD50 | intraperitoneal | 113mg/kg (113mg/kg) | BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: TETANY | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 176, 1979. |
| rat | LD50 | intravenous | 15700ug/kg (15.7mg/kg) | Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 489, 1979. | |
| rat | LD50 | oral | 1663mg/kg (1663mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 985, 1976. |
| rat | LD50 | subcutaneous | 635mg/kg (635mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: TETANY LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 176, 1979. |
Safety Profile
A poison by intravenous, intraperitoneal, and subcutaneous routes. Moderately toxic by ingestion. Human systemic effects by inhalation of very small amounts: gastrointestinal changes. An experimental teratogen. Experimental reproductive effects. An eye irritant. Used as a bronchodilator. When heated to decomposition it emits toxic fumes of NOx and Br−. See also BROMIDES.
Specification
Ipratropium bromide , its CAS NO. is 22254-24-6, the synonyms are [(1R,5S)-8-Methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate bromide ; 8-Isopropylnoratropine methobromide ; 3-alpha-Hydroxy-8-isopropyl-1-alpha-H,5-alpha-H-tropanium bromide (+-)-tropate ; N-Isopropylnoratropinium bromomethylate .