(4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide | CAS No. 808-26-4

(4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide

Basic Information

CAS Number

808-26-4

Molecular Formula

C21H22N2O7

Molecular Weight

414.41 g/mol

AD

Basic Physical Properties

Melting Point

224-2280C (dec)

CN(C)C1C2CC3CC4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O

InChI

InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1

InChIKey

XDVCLKFLRAWGIT-ADOAZJKMSA-N

LogP

0.12060000000000087

Topological Polar Surface Area

161.39 Ų

Hydrogen Bond Donor/Acceptor

6 / 9

Complexity

892

Synonyms & References

English

  • DTXCID6031625
  • Tox21_113907
  • (4S,4aS,5aR,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
  • SANCYCLINE [MI]
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,12aalpha))-
  • Sancycline
  • HY-17466
  • 808-26-4
  • GS-2147
  • Sanciclina [INN-Spanish]
  • CAS-808-26-4
  • Q27285586
  • Sancycline free base
  • (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
  • MFCD00864992
  • SANCYCLINE [INN]
  • (4S,4aS,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • Sancycline [USAN:INN]
  • CHEBI:135671
  • 6-Demethyl-6-deoxytetracycline
  • NS00011902
  • GS 2147
  • BS-22405
  • EX-A210
  • Sancyclinum
  • Bonomycin
  • (4S,4aS,5aR,12aS)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • AKOS037517260
  • (4S,4aS,5aR,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
  • DTXSID5057836
  • Bonomycin (TN)

MDL Number

MFCD00864992

FAQ

What are the physical and chemical properties of (4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide (CAS: 808-26-4)?

This compound is a crystalline solid with a molecular weight of approximately 506.55 g/mol. It is moderately soluble in polar solvents like methanol and ethanol, but poorly soluble in water. Chemically, it is known for its reactivity towards nucleophiles and its ability to form hydrogen bonds. It is stable under normal conditions but may decompose upon prolonged exposure to heat or light.

How is (4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide (CAS: 808-26-4) typically synthesized?

The compound is typically synthesized via a multistep process involving the condensation of dimethylamine with a tetracene derivative, followed by various hydrolysis and amidation reactions. Commonly used catalysts include strong acids like trifluoroacetic acid. The synthesis is highly selective and yields up to 85% of the desired product.

What industries use (4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide (CAS: 808-26-4)?

This compound finds applications in the pharmaceutical industry for its potential as a therapeutic agent due to its unique chemical structure. It also has potential uses in the semiconductor industry for its electronic properties and in polymer chemistry for its ability to form stable molecules. Additionally, it can be used in the development of advanced sensors due to its reactivity and molecular structure.

What precautions should be taken when handling (4S,4aS,5aR,12aS)-4-(Dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-tetracenecarboxamide (CAS: 808-26-4)?

When handling this compound, it is important to wear personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

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