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| CAS No.: | 51-30-9 |
|---|---|
| Name: | Isoprenaline hydrochloride |
| Article Data: | 6 |
| Molecular Structure: | |
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|
|
| Formula: | C11H18ClNO3 |
| Molecular Weight: | 247.722 |
| Synonyms: | 3,4-Dihydroxy-alpha-((isopropylamino)methyl)-benzyl alcohol hydrochloride;4-(1-Hydroxy-2-((methylethyl)amino)ethyl)-1,2-benzenediol hydrochloride;Aludrine hydrochloride; |
| EINECS: | 200-089-8 |
| Density: | 1.324 g/cm3 |
| Melting Point: | 165-175 °C (dec.)(lit.) |
| Boiling Point: | 417.5 °C at 760 mmHg |
| Flash Point: | 179.7 °C |
| Solubility: | Soluble in water |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
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Chemistry
Molecule structure of Isoproterenol hydrochloride (CAS NO.51-30-9):
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IUPAC Name: 4-[1-Hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol hydrochloride
Molecular Weight: 247.71852 g/mol
Molecular Formula: C11H18ClNO3
Melting Point: 165-175 °C (dec.)(lit.)
Boiling Point: 417.5 °C at 760 mmHg
Flash Point: 179.7 °C
Enthalpy of Vaporization: 70.73 kJ/mol
Vapour Pressure: 1.02E-07 mmHg at 25 °C
Water Solubility: soluble
H-Bond Donor: 5
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Tautomer Count: 10
Exact Mass: 247.097521
MonoIsotopic Mass: 247.097521
Topological Polar Surface Area: 72.7
Heavy Atom Count: 16
Complexity: 187
Canonical SMILES: CC(C)NCC(C1=CC(=C(C=C1)O)O)O.Cl
InChI: InChI=1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H
InChIKey: IROWCYIEJAOFOW-UHFFFAOYSA-N
Product Categories: Adrenoceptor
Uses
Isoprenaline hydrochloride (51-30-9) is a sympathomimetic beta adrenergic agonist medication. It is structurally similar to epinephrine (adrenaline) but acts selectively on beta receptors, activating β1 and β2 receptors equally. Its primary use is for bradycardia or heart block. By activating β1-receptors on the heart, it induces positive chronotropic, dromotropic, and inotropic effects.and it can be used as an inhaled aerosol to treat asthma, although this is currently a rare treatment.Although it activates all beta adrenergic receptors, it works in a similar fashion to the more selective β2-adrenergic agonists e.g. salbutamol, by relaxing the airways to increase airflow.It is also supplied in ampules under the brand name Isuprel for injection and in sublingual pill form for treatment of asthma, chronic bronchitis and emphysema.
Toxicity Data With Reference
| 1. | oms-rat:oth 5 µmol/L | INOPAO Investigative Ophthalmology. 13 (1974),210. | ||
| 2. | cyt-ham:ovr 400 mg/L | EMMUEG Environmental and Molecular Mutagenesis. 10 (Suppl 10)(1987),1. | ||
| 3. | orl-rat LD50:2221 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 18 (1971),185. | ||
| 4. | ipr-rat LD50:203 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),74. | ||
| 5. | scu-rat LD20:100 µg/kg | FAATDF Fundamental and Applied Toxicology. 1 (1981),443. | ||
| 6. | ivn-rat LD50:26,900 µg/kg | YACHDS Yakuri to Chiryo. Pharmacology and Therapeutics. 7 (1979),627. | ||
| 7. | orl-mus LD50:1260 mg/kg | DRUGAY Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews .(ADIS Press Ltd.,Wanchai, Hong Kong.: )1990,119. | ||
| 8. | ipr-mus LD50:450 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 90 (1947),110. | ||
| 9. | scu-mus LD50:60 mg/kg | YKYUA6 Yakkyoku. Pharmacy. 24 (1973),431. | ||
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Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
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: 2
RTECS: DO1925000
F: 3-8-10
Poison by intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of HCl and NOx.
Specification
Isoprenaline hydrochloride (CAS NO.51-30-9) is also named as (+-)-Isoprenaline hydrochloride ; (+-)-Isopropylnoradrenaline hydrochloride ; (+-)-Isoproterenol hydrochloride ; 1,2-Benzenediol, 4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, hydrochloride ; 3,4-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol hydrochloride ; AI3-52675 ; Aerolone ; Aerotrol ; Asthpul ; CCRIS 5921 ; DL-Isoprenaline hydrochloride ; DL-Isoproterenol hydrochloride ; EINECS 200-089-8 ; Euspiran ; Isadrine ; Isoprenaline chloride ; Isopropylnorepinephrine-hydrochloride ; Isoproterenol monohydrochloride ; Isuprel ; Isuprel hydrochloride ; Izadrin ; NCI-C55630 ; NSC 37745 ; Norisodrine Aerotrol ; Norisodrine hydrochloride ; Proternol ; Saventrine ; UNII-DIA2A74855 ; Vapo-Iso ; alpha-(Isopropylaminomethyl)-3,4-dihydroxybenzyl alcohol hydrochloride ; dl-Isadrine hydrochloride ; dl-Isoprenaline hydrochloride ; dl-Isopropylnorepinephrine hydrochloride . Isoprenaline hydrochloride (CAS NO.51-30-9) is white crystalline powder with
slightly bitter taste. Aqueous solutions turn brownish-pink upon prolonged exposure to air. It may be sensitive to exposure to air and light. Isoprenaline hydrochloride is an acid organic salt. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Symptoms of exposure to Isoprenaline hydrochloride may include tremors, nervous apprehension, palpitations of the heart, epigastric distress, cardiac arrhythmias, myocardial necrosis, cardiac arrest, tachycardia, headache, flushing of the skin, anginal pain, nausea, dizziness, weakness, and sweating. Flash point data for Isoprenaline hydrochloride are not available. It is probably combustible.