cis-2-fluorocyclopropylaminetosylate

cis-2-fluorocyclopropylaminetosylate

Cat Number
INT141042219
CAS Number
141042-21-9

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CAS Number
141042-21-9
Storage
Store at room temperature, keep dry and cool
Synonyms
(1R,2S)-fluorocyclopropylamine hydrochloride; (1R,2S)-2-fluorocyclopropan-1-amine hydrochloride
Molecular Formula
C3H7ClFN
Molecular Weight
111.54
Smiles
C1[C@H]([C@H]1F)N.Cl
Appearance
Off-white to light yellow solid
General Description
Cis-2-fluorocyclopropylamine tosylate is the p-toluenesulfonic acid salt of a fluorinated cyclopropylamine derivative. This compound serves as a critical chiral intermediate in the synthesis of advanced pharmaceutical agents, particularly within the fluoroquinolone class of antibiotics. The addition of the tosylate group enhances the crystalline stability and handling characteristics of the volatile amine base, making it a preferred form for large-scale industrial chemical synthesis.
Mechanism of Action
Cis-2-fluorocyclopropylamine tosylate functions as a protected and stabilized source of the cis-2-fluorocyclopropylamine moiety. During the synthetic process, the tosylate salt is typically neutralized to release the free amine, which then undergoes a nucleophilic substitution or coupling reaction to be incorporated into a larger molecular framework. The "cis" configuration and the fluorine atom are strategically designed to influence the biological activity and pharmacokinetic properties of the final drug molecule.
Application
Cis-2-fluorocyclopropylamine tosylate is primarily utilized in the pharmaceutical industry as a key raw material for the production of high-potency antimicrobial agents. It is highly valued in the synthesis of active pharmaceutical ingredients (APIs) that require high enantiomeric and diastereomeric purity. Furthermore, cis-2-fluorocyclopropylamine tosylate is used in academic and industrial research laboratories for the development of novel fluorinated compounds and as a specialized reagent in medicinal chemistry to study the impact of fluorine substitution on small molecule binding affinities.

Is cis-2-fluorocyclopropylaminetosylate soluble in common laboratory solvents?

Yes, cis-2-fluorocyclopropylaminetosylate exhibits good solubility in polar organic solvents such as methanol, ethanol, and DMSO.

How does the fluorine atom in cis-2-fluorocyclopropylaminetosylate affect the final API?

The fluorine atom provided by cis-2-fluorocyclopropylaminetosylate enhances the lipophilicity.

What are the recommended storage conditions for cis-2-fluorocyclopropylaminetosylate?

Cis-2-fluorocyclopropylaminetosylate should be stored in a cool, dry place in a tightly sealed container, protected from moisture and light to maintain its chemical integrity.

What is the MOQ for cis-2-fluorocyclopropylaminetosylate?

MOQs for cis-2-fluorocyclopropylaminetosylate are flexible; please contact us for specific details regarding research-grade or commercial-scale quantities.
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