5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid | CAS No. 181467-56-1

5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid

Basic Information

CAS Number

181467-56-1

Molecular Formula

C33H38N4O8

Molecular Weight

618.69 g/mol

AD

Basic Physical Properties

Melting Point

166-168?C

Boiling Point

953.496°C at 760 mmHg

Density

1.436

Flash Point

530.456°C

Refractive Index

1.679

CCc1c2cc(ccc2nc-3c1Cn4c3cc5c(c4=O)COC(=O)C5(CC)O)OC(=O)N6CCC(CC6)NCCCCC(=O)O

InChI

InChI=1S/C33H38N4O8/c1-3-21-22-15-20(45-32(42)36-13-10-19(11-14-36)34-12-6-5-7-28(38)39)8-9-26(22)35-29-23(21)17-37-27(29)16-25-24(30(37)40)18-44-31(41)33(25,43)4-2/h8-9,15-16,19,34,43H,3-7,10-14,17-18H2,1-2H3,(H,38,39)

InChIKey

BSVVZICJFYZDJJ-UHFFFAOYSA-N

LogP

3.4497000000000018

Topological Polar Surface Area

160.29 Ų

Hydrogen Bond Donor/Acceptor

3 / 12

Synonyms & References

English

  • 1-Piperidinecarboxylicacid, 4-[(4-carboxybutyl)amino]-,(4S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-ylester
  • RPR 121056
  • 1-Piperidinecarboxylicacid, 4-[(4-carboxybutyl)amino]-,(4S)-4,11-diethyl-3,4,12,14-tetrahydro-...
  • 1-Piperidinecarboxylicacid, 4-[(4-carboxybutyl)amino]-,(4S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[
  • 7-Ethyl-10-(4-N-aminopentanoic acid)-1-piperidino)carbonyloxycamptothecin
  • APC
  • APC, RPR 121056 (A major metabolite of Irinotecan)
  • 4-[(4-Carboxybutyl)aMino]-1-piperidinecarboxylic Acid
  • RPR121056

MDL Number

MFCD18252415

FAQ

What are the physical and chemical properties of 5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid (CAS: 181467-56-1)?

This compound exhibits a crystalline form with a molecular weight of approximately 675.7 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and acetonitrile. The compound is reactive towards nucleophiles and can undergo esterification and amide formation. It is stable under neutral and slightly acidic conditions but may hydrolyze under strongly acidic or basic conditions.

How is 5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid (CAS: 181467-56-1) typically synthesized?

The compound is synthesized via a multi-step process involving the condensation of a piperidine derivative with an indolizinoquinoline derivative. The reaction is catalyzed by a suitable acid acceptor and proceeds through a Michael addition followed by saponification. The overall yield is moderate, around 50-60%, and the reaction is highly selective.

What industries use 5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid (CAS: 181467-56-1)?

This compound is primarily used in the pharmaceutical industry for its potential as a bioactive molecule. It may also find applications in the sensor industry due to its specific optical and electronic properties, although detailed uses in this field are limited.

What precautions should be taken when handling 5-[(1-{[(4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl)oxy]carbonyl}-4-piperidinyl)amino]pentanoic acid (CAS: 181467-56-1)?

Proper personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood. Spills should be cleaned up using appropriate absorbent materials and disposal should follow local regulations. A Safety Data Sheet (SDS) should be consulted for detailed handling and storage information.

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