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114560-48-4

APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)is an indolequinone bioreductive prodrug and a chemical analog of Mitomycin C (M371900), a chemotherapeutic agent. It is designed to be selectively activated under hypoxic conditions, which are often found in solid tumors. This selective activation allows for a targeted approach to cancer treatment, minimizing damage to healthy cells and reducing side effects.

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  • APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-

    Cas No: 114560-48-4

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  • (E)-5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxyprop-1-en-1-yl)-1-methyl-1H-indole-4,7-dione

    Cas No: 114560-48-4

  • USD $ 100.0-100.0 / Gram

  • 1 Gram

  • 200 Kilogram/Month

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  • 114560-48-4 Structure

  • Basic information

    1. Product Name: APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-
    2. Synonyms: APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-;EO 9;5-(1-aziridinyl)-3-(hydroxyMethyl)-2-[(E)-3-hydroxyprop-1-enyl]-1-Methyl-1H-indole-4,7-dione;5-(1-Aziridinyl)-3-(hydroxymethyl)-2-[(1E)-3-hydroxy-1-propen-1-yl]-1-methyl-1H-indole-4,7-dione;EO 9 (pharmaceutical);NSC 382456;NSC 382459;(E)-5-(aziridin-1-yl)-3-(hydroxymethyl)-2-(3-hydroxyprop-1-en-1-yl)-1-methyl-1H-indole-4,7-dione
    3. CAS NO:114560-48-4
    4. Molecular Formula: C15H16N2O4
    5. Molecular Weight: 288.301
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 114560-48-4.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 632.3±55.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.45
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 13.58±0.10(Predicted)
    10. CAS DataBase Reference: APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-(CAS DataBase Reference)
    11. NIST Chemistry Reference: APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-(114560-48-4)
    12. EPA Substance Registry System: APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)-(114560-48-4)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 114560-48-4(Hazardous Substances Data)

114560-48-4 Usage

Uses

Used in Pharmaceutical Industry:
APAZIQUONE,1H-INDOLE-4,7-DIONE, 5-(1-AZIRIDINYL)-3-(HYDROXYMETHYL)-2-(3-HYDROXY-1-PROPENYL)-1-METHYL-, (E)is used as a therapeutic agent for the treatment of non-muscle invasive bladder cancer. It works by taking advantage of the hypoxic environment within the tumor, where it is activated and exerts its cytotoxic effects, leading to the destruction of cancer cells and inhibition of tumor growth.
Additionally, due to its bioreductive nature, APAZIQUONE has the potential to be used in combination with other chemotherapeutic agents to enhance their efficacy and overcome drug resistance in various types of cancer. This targeted approach may also reduce the risk of side effects and improve the overall quality of life for patients undergoing cancer treatment.

Check Digit Verification of cas no

The CAS Registry Mumber 114560-48-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,4,5,6 and 0 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 114560-48:
(8*1)+(7*1)+(6*4)+(5*5)+(4*6)+(3*0)+(2*4)+(1*8)=104
104 % 10 = 4
So 114560-48-4 is a valid CAS Registry Number.
InChI:InChI=1/C15H16N2O4/c1-16-10(3-2-6-18)9(8-19)13-14(16)12(20)7-11(15(13)21)17-4-5-17/h2-3,7,18-19H,4-6,8H2,1H3/b3-2+

114560-48-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(aziridin-1-yl)-3-(hydroxymethyl)-2-[(E)-3-hydroxyprop-1-enyl]-1-methylindole-4,7-dione

1.2 Other means of identification

Product number -
Other names EO-9

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:114560-48-4 SDS

114560-48-4Downstream Products

114560-48-4Relevant articles and documents

Large scale synthesis of the high quality indoloquinone antitumor agent EO 9 via [bis(trifluoroacetoxy)iodo]benzene oxidation of 4-aminoindole

Kinugawa,Masuda,Arai,Nishikawa,Ogasa,Tomioka,Kasai

, p. 633 - 636 (1996)

A convenient large scale preparation of the indoloquinone antitumor agent EO 9 (1) has been developed. The hazardous reagent, Fremy's salt, was replaced by a safer one, [bis(trifluoroacetoxy)iodo]benzene, for oxidation of the 4-aminoindole 3 to the corresponding indoloquinone 4, and high quality 1 was easily obtained by choosing acetonitrile as the reaction solvent for substitution of the methoxy group with ethylenimine to introduce the aziridinyl group into EO 7 (6).

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