(S)-6,7-Dimethoxy-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride, CAS No. 103733-66-0

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103733-66-0

Catalog No. EBD28215

CAS 103733-66-0

Name (S)-6,7-Dimethoxy-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride

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Basic Information

Synonyms: TIMTEC-BBSBB003034 (S)-6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE3-CARBOXYLICACIDHYDROCHLORIDE 6,7-DIMETHOXY-L-1,2,3,4-TETRAHYDROISOQUINOLINE3-CARBOXYLICACIDHYDROCHLORIDE (S)-6,7-Dimethoxy-1,2,3,4-tetrahydrogen-3-isoquinolinecar-boxylicacidhydrochloride (3S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacid 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacidhydrochloride 6,7-Dimethoxy-L-1,2,3,4-tetrahydroisoquinoline-3-carboxylicacidhydrochloride

Molecular Formula: C12H16ClNO4

Molecular Weight: 273.71

MDL Number: MFCD01861226

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

Product Description:

(S)-6,7-Dimethoxy-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride is a chiral, heterocyclic organic compound. It is a tetrahydroisoquinoline derivative featuring two methoxy substituents at the 6 and 7 positions and a carboxylic acid group at the 3-position, presented as its hydrochloride salt. The (S)-configuration at the chiral center is crucial for its biological activity. This compound is a key pharmaceutical intermediate in the synthesis of (S)-Dihydrotetrabenazine ((S)-DTBZ), also known as (+)-α-Dihydrotetrabenazine. (S)-DTBZ is a high-affinity ligand for the vesicular monoamine transporter 2 (VMAT2) and serves as the active pharmaceutical ingredient (API) in the positron emission tomography (PET) imaging agent [¹¹C]DTBZ. This tracer is used in clinical research and diagnosis to visualize and quantify VMAT2 density in the brain, aiding in the study and assessment of neurodegenerative disorders such as Parkinson's disease and Huntington's disease. The synthesis of this specific enantiomer is critical for producing the pharmacologically active form of the diagnostic agent. Its primary use is confined to advanced pharmaceutical research and radiopharmaceutical production, rather than as a general-purpose synthetic building block.

Physical Properties

Boiling Point: 434.8 °C at 760 mmHg

Flash Point: 216.7 °C

Density: 1.232 g/cm3