29311-94-2

Usage

Uses

Used in Textile Industry:
1,4-bis[(3-chloro-2-hydroxypropyl)amino]anthraquinone is used as a dye for cotton and polyamide fabrics due to its bright blue color and ability to produce a vibrant appearance on these materials.
Used in Standard (Polyamide) Fabrics:
1,4-bis[(3-chloro-2-hydroxypropyl)amino]anthraquinone is used as a dye for standard polyamide fabrics, providing good light fastness, oxygen bleaching resistance, perspiration fastness, and soaping fastness. It also offers fading and stain resistance, with an ISO rating of 5 for both properties.

Preparation

The boiling of 1,4-Diaminoanthraquinone?was added acetic epichlorohydrin

Standard(Polyamide)

Light Fastness

Fading

Stain

ISO

5

InChI:InChI=1/C20H20Cl2N2O4/c21-7-11(25)9-23-15-5-6-16(24-10-12(26)8-22)18-17(15)19(27)13-3-1-2-4-14(13)20(18)28/h1-6,11-12,23-26H,7-10H2

Upstream product

• 128-95-0 1,4-diamino-9,10-anthraquinone 
• 106-89-8 epichlorohydrin 

Downstream Products

• 78146-26-6 1,4-Bis-(2,3-epoxypropylamino)-9,10-anthracenedione 
• 99788-75-7 1,4-bis(2,3-dihydroxypropylamino)-9,10-anthracenedione 
• 1909226-00-1 1-<<3-(diethylamino)-2-hydroxypropyl>amino>-4-<(2,3-epoxypropyl)amino>-9,10-anthracenedione 

Relevant academic research and scientific papers

BH4 ANTAGONISTS AND METHODS RELATED THERETO

The disclosure relates to BH4 inhibitors and therapeutic uses relates thereto. In certain embodiments, the disclosure relates to methods of treating or preventing cancer, such as lung cancer, comprising administering therapeutically effective amount of a pharmaceutical composition comprising a compound disclosed herein or pharmaceutically acceptable salt to a subject in need thereof.

Antitumor Agents-CLXVII. Synthesis and structure-activity correlations of the cytotoxic anthraquinone 1,4-bis-(2,3-epoxypropylamino)-9,10-anthracenedione, and of related compounds

1,4-Bis-(2,3-epoxypropylamino)-9,10-anthracenedione (3) was synthesized in this laboratory and was found to be a potent antitumor agent. Derivatives of this compound containing anthraquinone, naphthoquinone, and quinone skeletons were also prepared and evaluated for in vitro cytotoxic activity in several cell lines. These molecules were designed as bifunctional antitumor agents with the potential to act as (1) intercalating agents due to their planar backbones, and (2) alkylating agents due to the presence of alkylating moieties in their side chains. Compounds with an anthraquinone skeleton and propylamino side chains containing epoxides or halohydrins as the alkylating species showed greater activity than similar compounds with naphthoquinone or quinone skeletons. Compounds without these alkylating functionalities (e.g., with alkene or amino groups) were generally inactive. Hydroxy substitution on the planar skeleton in conjunction with alkylating side chains gave compounds with the most potent cytotoxic activity. The position of the hydroxy groups and side chains could be varied without substantially affecting activity. Activity was retained when an epoxypropyloxy side chain was substituted for the epoxypropylamino side chain in the parent compound.

1,4-bis-(amino-hydroxyalkylamino)-anthraquinones for inhibiting protein kinase C

The present invention provides novel substituted anthraquinones having the formula STR1 wherein R1 and R2 are independently H, alkyl, aryl, or arylalkyl; m and n are independently 1, 2, or 3; X is H, OH, NR3 R4, Cl, Br, I, F, alkyl, aryl alkoxy, aroxy, COOR5, or CONR6 R7 ; R3, R4, R5, R6, and R7 are independently H, lower alkyl or aryl useful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.

Novel Non-Cross Resistant Diaminoanthraquinones as Potential Chemotherapeutic Agents

A novel series od diaminoanthraquinones was discovered initially as protein kinase C inhibitors with IC50s in the 50-100 μM range.They exhibited potent tumor cell growth inhibitory activity in vitro without cross resistance to adriamycin.Further evaluation of two of the most active compounds NSC 639365 (3) and NSC 639366 (4) in human tumor cloning assay showed potent cytocidal activity.The results suggest therapeutical potentials against human tumors.

Microbicidal and plant growth regulating compounds

Process comprising the use as a microbicide or plant growth regulator of a compound of the formula STR1 wherein A, B, C and D is each independently selected from the group consisting of O,NR1, CR1 R1, CO, S,SO, and SO2, except for the A-C, C-A, B-D,D-B combinations: O--O, SO--SO, SO2 --SO2, S--O, S--NR2, SONR2, SO--CO, SO2 --CO, SO2 --SO; each group of the groups R1 is independently selected from the group consisting of H and (C1 -C4)alkyl; Y1 and Y2 may each be independently selected from the group consisting of H, (C1 -C4)alkyl, halogen, OR,SOR,SO2 R, SO3 R, CN, CO2 R, COR, CF3, NO2, NHCOR, and OCOR; or alternatively Y1 and Y2 and the carbons to which they are attached may comprise a cyclic structure selected from the group consisting of STR2 where R11 is aryl or (C1 -C4)alkyl X1 to X8 is each independently selected from the group consisting of H, (C1 -C4)alkyl, halogen, OR, SOR, SO2 R, SO3 R, CN,CO2 R, COR, CF3, NO2, NHCOR, and OCOR: and furthermore optionally any pair or pairs of adjacent X's may be in the form of a divalent group attached across the adjacent X position; Z1 and Z2 is each independently selected from the group consisting of NR2, O, S, CR2 R2 where each of the groups R2 is independently selected from the group consisting of H and (C1 -C4)alkyl; each of the groups R3 is independently selected from the group consisting of CO2 R, COR, CN CF3, SOR, SO2 R, (C1 -C4)alkyl and H.