Date published: 2025-10-20

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DL-Tropic acid (CAS 552-63-6)

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Application:
DL-Tropic acid is an acid moiety of ester alkaloids hyoscyamine and scopolamine
CAS Number:
552-63-6
Purity:
≥97%
Molecular Weight:
166.18
Molecular Formula:
C9H10O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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DL-Tropic acid, encompassing both D- and L-isomers, is a significant chemical in stereochemistry and organic synthesis, particularly as a precursor in synthesizing complex molecules like atropine. Its molecular structure features a phenyl group connected to a carboxylic acid group via a hydroxylated carbon, making it particularly useful for studying chiral properties and their impact on chemical reactivity. In research contexts, DL-tropic acid is extensively employed to investigate esterification processes, where its carboxylic acid group reacts with alcohols to form esters, a fundamental reaction in developing pharmaceutical intermediates. This racemic mixture is also pivotal in exploring reaction kinetics and mechanisms through its stable ester formations and the study of hydrolysis rates. Moreover, the presence of both optical isomers in DL-tropic acid allows researchers to delve into enantioselective synthesis, enhancing the understanding of how chirality influences chemical interactions and reactivity. This not only advances the field of synthetic organic chemistry but also aids in the development of enantioselective catalysts and materials science, where precise molecular orientation can dictate the performance and application of new materials and active pharmaceutical ingredients.


DL-Tropic acid (CAS 552-63-6) References

  1. Mechanistic evaluation of modifications of distribution. Pharmacokinetic parameters of model organic anions in presence of a model renal tubular secretion inhibitor in rats.  |  Amin, YM. and Hagwekar, JB. 1975. J Pharm Sci. 64: 1813-8. PMID: 1195112
  2. A monoclonal antibody to scopolamine and its use for competitive enzyme-linked immunosorbent assay.  |  Kikuchi, Y., et al. 1991. Phytochemistry. 30: 3273-6. PMID: 1367787
  3. A competitive solid-phase enzyme immunoassay for the evaluation of tropane alkaloids in plant material, using anti-DL-tropic acid antibodies.  |  Fliniaux, MA. and Jacquin-Dubreuil, A. 1987. Planta Med. 53: 87-90. PMID: 3554285
  4. Development and validation of chemometric-assisted spectrophotometric models for efficient quantitation of a binary mixture of supportive treatments in COVID-19 in the presence of its toxic impurities: a comparative study for eco-friendly assessment.  |  Abd El-Hadi, HR., et al. 2023. BMC Chem. 17: 177. PMID: 38062478
  5. Kinetics of urinary excretion of D-(minus)-mandelic acid and its homologs. I. Mutual inhibitory effect of D-(minus)-mandelic acid and its certain homologs on their renal tubular secretion in rats.  |  Randinitis, EJ., et al. 1970. J Pharm Sci. 59: 806-12. PMID: 5423083
  6. Kinetics of urinary excretion of D-(minus)-mandelic acid and its homologs. II. Competitive inhibitory effect of D-(minus)-mandelic acid and DL-tropic acid on their renal tubular secretion in rats.  |  Randinitis, EJ., et al. 1970. J Pharm Sci. 59: 813-8. PMID: 5423084
  7. C-NMR spectroscopy of tropane alkaloids.  |  Taha, AM. and Rücker,. 1978. J Pharm Sci. 67: 775-9. PMID: 660453
  8. Enzymology of oxidation of tropic acid to phenylacetic acid in metabolism of atropine by Pseudomonas sp. strain AT3.  |  Long, MT., et al. 1997. J Bacteriol. 179: 1044-50. PMID: 9023182
  9. Formation of acetyltropine in Datura callus cultures  |  N. Hiraoka, M. Tabata, M. Konoshima. 1973. Phytochemistry. 12: 795-799.
  10. The uptake of phenylalanine into suspension-cultured cells of Atropa belladonna  |  Seija Nyman, Liisa Kaarina Simola. 1988. Physiologia Plantarum. 74: 623-630.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

DL-Tropic acid, 1 g

sc-279002
1 g
$30.00