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Isoprenaline hydrochloride
[CAS 51-30-9]

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Identification
ClassificationAPI >> Respiratory medication >> Asthma
NameIsoprenaline hydrochloride
Synonyms3,4-Dihydroxy-alpha-((isopropylamino)methyl)-benzyl alcohol hydrochloride; 4-(1-Hydroxy-2-((methylethyl)amino)ethyl)-1,2-benzenediol hydrochloride; Aludrine hydrochloride
Molecular StructureIsoprenaline hydrochloride  molecular structure (CAS 51-30-9)
Molecular FormulaC11H17NO3.HCl;C11H18ClNO3
Molecular Weight247.72
CAS Registry Number51-30-9
EC Number200-089-8
SMILESCC(C)NCC(C1=CC(=C(C=C1)O)O)O.Cl
Properties
Melting point165 - 175 °C (Decomposes) (Expl.)
SolubilityDMSO 50 mg/mL, Water 50 mg/mL (Expl.)
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH315-H319-H335  Details
Safety StatementsP261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Specific target organ toxicity - single exposureSTOT SE3H335
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Eye irritationEye Irrit.2AH319
SDSAvailable
up chemBlink Chemical Story
Isoprenaline hydrochloride, also called isoproterenol hydrochloride, is the salt of a landmark synthetic catecholamine agonist. Historical reviews place isoproterenol's introduction around 1940 and describe it as an important early step toward pharmacologically selective bronchodilation. Unlike epinephrine, it has little alpha-adrenergic agonism and strongly stimulates beta receptors, but it is not beta2-selective: beta1 cardiac stimulation accompanies beta2 bronchodilation. It became both a medicine and an experimental tool that helped establish alpha/beta adrenoceptor pharmacology. Later beta2-selective agonists reduced cardiac stimulation and largely displaced it from routine asthma treatment.

The exact registry identity matters because related free forms, salts, hydrates, stereoisomers, process intermediates and finished medicines can have separate CAS numbers even when their names share a familiar stem. In pharmaceutical and fine-chemical work this distinction is practical: composition changes formula weight and can alter solubility, crystallization, analytical standards, manufacturing specifications and interpretation of physical-property data.

The molecule also illustrates how chemists use functional groups as deliberate handles. Aromatic rings and heterocycles establish shape and electronic character, while amines, alcohols, carbonyl groups, carboxylic acids, esters or ionic centers control reactivity and intermolecular interactions. In a multistep route, an intermediate may be valuable precisely because one group can be transformed selectively while another survives for a later operation.

Modern development is equally an analytical problem. Chemists must demonstrate identity and purity, control stereochemistry or salt composition where relevant, follow process-related impurities and establish reproducible specifications. Reference materials and isolated intermediates therefore have scientific importance even when they are never administered to a patient or sold as the final commercial product.

A careful Chemical Story must distinguish documented use from structural possibility. A familiar scaffold can suggest a biological hypothesis, but resemblance is not evidence that the exact CAS substance has been tested, approved or commercially adopted for that purpose. The account therefore emphasizes verified identity, development history and supported applications, and deliberately leaves unsupported claims out.

Seen more broadly, the compound shows that useful molecular design rarely depends on one functional group in isolation. Performance emerges from the whole structure, stereochemistry and physical form, the route used to make it, and the environment in which it operates. Connecting those molecular details to a real manufacturing, analytical or therapeutic role turns a technical registry entry into a meaningful chemical story.

The exact registry identity matters because related free forms, salts, hydrates, stereoisomers, process intermediates and finished medicines can have separate CAS numbers even when their names share a familiar stem. In pharmaceutical and fine-chemical work this distinction is practical: composition changes formula weight and can alter solubility, crystallization, analytical standards, manufacturing specifications and interpretation of physical-property data.

The molecule also illustrates how chemists use functional groups as deliberate handles. Aromatic rings and heterocycles establish shape and electronic character, while amines, alcohols, carbonyl groups, carboxylic acids, esters or ionic centers control reactivity and intermolecular interactions. In a multistep route, an intermediate may be valuable precisely because one group can be transformed selectively while another survives for a later operation.

Modern development is equally an analytical problem. Chemists must demonstrate identity and purity, control stereochemistry or salt composition where relevant, follow process-related impurities and establish reproducible specifications. Reference materials and isolated intermediates therefore have scientific importance even when they are never administered to a patient or sold as the final commercial product.

References:
1. PubChem. Isoproterenol Hydrochloride.
2. Historical reviews of beta-adrenoceptor agonist development.
3. Reviews of adrenergic receptor pharmacology.

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