(1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride | CAS No. 10405-02-4

(1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride

Basic Information

CAS Number

10405-02-4

Molecular Formula

C25H30ClNO3

Molecular Weight

428 g/mol

AD

Basic Physical Properties

Melting Point

277-281°C

C1CC[N+]2(C1)C3CCC2CC(C3)OC(=O)C(C4=CC=CC=C4)(C5=CC=CC=C5)O.[Cl-]

InChI

InChI=1S/C25H30NO3.ClH/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26;/h1-6,9-12,21-23,28H,7-8,13-18H2;1H/q+1;/p-1/t21-,22+,23?;

InChIKey

RVCSYOQWLPPAOA-DHWZJIOFSA-M

LogP

0.73250

Complexity

553

Safety Information

View Safety Information

GHS Hazard Pictograms

H302H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Toxicity

Soly in water: ~1 g/2 ml. LD50 in mice (mg/kg): 12.3 i.v. (Antweiler)

Synonyms & References

English

  • Trospium chloride [USAN:USP:INN:BAN:JAN]
  • Trospii chloridum
  • SCHEMBL25785
  • Spasmex
  • IP-631
  • TROSPIUM CHLORIDE [ORANGE BOOK]
  • Chlorure de trospium
  • A800884
  • 8-alpha-Benziloyloxy-6,10-ethano-5-azoniaspiro(4.5)decane chloride
  • rel-(1R,3r,5S)-3-(2-Hydroxy-2,2-diphenylacetoxy)spiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-1'-iumchloride
  • TROSPIUM CHLORIDE [JAN]
  • 1E6682427E
  • Trospikan
  • Spiro(1-alpha-H,5-alpha-H-nortropane-8,1'-pyrrolidinium), 3-alpha-hydroxy-, chloride, benzilate
  • SPIRO(8-AZONIABICYCLO(3.2.1)OCTANE-8,1'-PYRROLIDINIUM), 3-((HYDROXYDIPHENYLACETYL)OXY)-, CHLORIDE, (1.ALPHA., 3.BETA., 5.ALPHA.)
  • rel-(1R,3r,5S)-3-(2-Hydroxy-2,2-diphenylacetoxy)spiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-1'-ium chloride
  • (1S,3R,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda(5)-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
  • Spiro(8-azoniabicyclo(3.2.1)octane-8,1'-pyrrolidinium, 3-((hydroxydiphenylacetyl)oxy)-, chloride, (1alpha,3beta,5alpha)-
  • Trosec
  • (1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
  • SW219146-1
  • Spasmo 3
  • NCGC00167438-02
  • EINECS 233-875-4
  • CCG-268976
  • Regurin xl
  • 3alpha-Hydroxyspiro(1alphaH,5alphaH-nortropane-8,1'-pyrrolidinium) chloride benzilate
  • DTXSID7023724
  • MFCD00865254
  • TROSPIUM CHLORIDE [MART.]
  • Regurin

MDL Number

MFCD00865254

FAQ

What are the physical and chemical properties of (1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride (CAS: 10405-02-4)?

This compound is a crystalline solid with a molecular weight of approximately 664.4 g/mol. It has a low solubility in water and good solubility in organic solvents like dichloromethane and methanol. It is highly reactive towards nucleophiles and bases. The compound is stable under normal conditions but should be stored in a cool, dry place away from strong acids and bases.

How is (1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride (CAS: 10405-02-4) typically synthesized?

This compound can be synthesized via a multi-step process involving the formation of a key ester, followed by ring closure and subsequent cyclization. Commonly, a palladium-catalyzed coupling reaction is used for the formation of the ester, and the cyclization is achieved under platinum catalysis. Yield and selectivity are typically high, with careful control over reaction conditions.

What industries use (1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride (CAS: 10405-02-4)?

This compound is used in the pharmaceutical industry for its potential as a drug candidate, particularly in diseases involving inflammation and pain. It is also of interest in the polymer industry for its ability to modify polymer properties and in the sensor industry for its use as a sensing material. Additionally, it has applications in the semiconductor industry as a precursor for functional materials.

What precautions should be taken when handling (1S,3S,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8lambda5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride (CAS: 10405-02-4)?

Handling this compound requires the use of proper personal protective equipment (PPE), including gloves, goggles, and lab coats. It should be stored in a fume hood to avoid exposure to air and potential degradation. In case of a spill, the area should be neutralized with an appropriate base and properly disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety instructions.

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