94730-46-8

Basic information

• Product Name: 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl (5xi)-2,3,6-trideoxy-3-morpholin-4-yl-alpha-L-threo-hexopyranoside
• CAS NO: 94730-46-8
• Molecular Formula: C₃₁H₃₅NO₁₁
• Molecular Weight: 597.6097
• Mol File: 94730-46-8.mol

Chemical Properties

• Boiling Point: 805.6°C at 760 mmHg
• Flash Point: 441°C
• Density: 1.51g/cm³
• Vapor Pressure: 2.1E-27mmHg at 25°C
• Refractive Index: 1.678
• CAS DataBase Reference: 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl (5xi)-2,3,6-trideoxy-3-morpholin-4-yl-alpha-L-threo-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl (5xi)-2,3,6-trideoxy-3-morpholin-4-yl-alpha-L-threo-hexopyranoside(94730-46-8)
• EPA Substance Registry System: 3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl (5xi)-2,3,6-trideoxy-3-morpholin-4-yl-alpha-L-threo-hexopyranoside(94730-46-8)

Safety Data

• Hazardous Substances Data: 94730-46-8(Hazardous Substances Data)

Upstream product

• 7456-83-9 2,2'-oxybis(acetaldehyde) 
• 23541-50-6 daunomycin hydrochloride 
• 75-05-8 acetonitrile 
• 34270-90-1 2,2'-diiodoethyl ether 

Relevant articles and documents

Specific human antibodies

The present invention provides antibodies that bind an epitope of PSGL-1 comprising the motif D-X-Y-D, wherein X represents any amino acid or the covalent linkage between D and Y, and Y is sulfated, which antibody can be complexed with one or more copies of an agent. The antibodies of the invention can be used in a method of inducing antibody-dependent cell cytotoxicity and/or stimulating natural killer (NK) cells or T cells. In addition, by administering these antibodies to a patient in need thereof, a method of inducing cell death is provided. A method of preventing infection by a virus (e.g., HIV) by administering to a patient in need thereof an antibody of the present invention is also provided. The, present invention also provides a method of introducing an agent into a cell that expresses sulfated PSGL-1 by coupling or complexing an agent to an antibody of the present invention and administering the complex to the cell. Finally, the present invention provides methods of diagnosis, prognosis and staging using the present antibodies.

Intensely potent morpholinyl anthracyclines

3'-Deamino-3'-(3-cyano-4-morpholinyl)doxorubicin is a new analogue that is 100 to 1000 times more potent than doxorubicin against tumors in cell culture or in mice, that is active by intraperitoneal, intravenous, or oral dosing, and that does not produce chronic myocardial lesions in mice. This analogue was encountered in studies on the reductive alkylation of doxorubicin and daunorubicin with 2,2'-oxybis[acetaldehyde], which constructs a morpholino ring incorporating the amino N. The morpholinyl nitrile byproducts are separated by virtue of their nonbasicity from the expected morpholino derivatives. The 13-dihydro and 5-imino derivatives are also described in this important new class of anthracyclines.

3'-Deamino-3'-morpholino carminomycin

Disclosed is 3'-deamino-3'-morpholino-carminomycin, a new anthracycline glycoside having both antimicrobial and antitumor activity. Also disclosed is a new N-alkylation procedure for preparing the above compound as well as the known anthracyclines, 3'-deamino-3'-morpholino-adriamycin and 3'-deamino-3'-morpholino-daunomycin, in high yield.

Enhanced Antitumor Properties of 3'-(4-Morpholinyl) and 3'-(4-Methoxy-1-piperidinyl) Dervatives of 3'-Deaminodaunorubicin

Reductive N,N-dialkylation of daunorubicin with 2,2'-oxydiacetaldehyde and NaBH3CN occurred in two steps without interruption and with cyclization to form 3'-(4-morpholinyl)-3'-deaminodaunorubicin.This derivative retained the antitumor efficacy of doxorubicin against mouse leukemia P388 but at one-fortieth the dose; hence, it is the most potent anthracycline analogue synthesized so far.The 4-methoxy-1-piperidinyl derivative, similarly prepared with 3-methoxyglutaraldehyde, showed improved efficacy against P388, though at normal doses.Results with a series of analogues indicate that incorporation of the N in the new ring and the presence of an ether O at the 4-position are critical for enhanced activity.