9-Oxo-10(9H)-acridineacetic acid

Synonym(s):(9,10-Dihydro-9-oxo-10-acridinyl)acetic acid;10-(Carboxymethyl)-9(10H)acridone

CAS NO.：38609-97-1
Empirical Formula: C15H11NO3
Molecular Weight: 253.25
MDL number: MFCD00157050
EINECS: 634-833-1
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-06 15:28:16

9-Oxo-10(9H)-acridineacetic acid Structural

What is 9-Oxo-10(9H)-acridineacetic acid?

Definition

Acriridone derivatives have become a research hotspot in the field of medicine in recent years due to their good antibacterial, anti-inflammatory, anti-malarial, and anti-cancer activities. This type of compound has a rigid planar structure of a macrocyclic conjugated system and can be embedded or Electrostatic attraction binds to DNA. Among them, 9-aminoacridine derivatives have good pharmacological and biological activities, and some of them have been used clinically as DNA embedding reagents. As an important pharmaceutical intermediate, 9-Oxo-10(9H)-acridineacetic acid has also received increasing attention. Cridanimod (9-Oxo-10(9H)-acridineacetic acid) is a potent progesterone receptor (PR) activator mediated through induction of IFNα and IFNβ expression. Cridanimod is a small-molecule immunomodulator and interferon inducer.

Description

9-Oxo-10(9H)-acridineacetic acid , also known as Cridanimod or XBIO-101, is a small molecule that can increase progesterone receptor (PR) expression, with potential antineoplastic adjuvant activity. Cridanimod is able to induce the expression of PR in endometrial cancer. This could increase the sensitivity of endometrial cancer cells to progestin monotherapy. In combination with a progestin, cancer cells could be eradicated through increased PR-mediated signaling, leading to an inhibition of luteinizing hormone (LH) release from the pituitary gland, via a negative feedback mechanism, and, eventually, an inhibition of estrogen release from the ovaries. This leads to an inhibition of cellular growth in estrogen-dependent tumor cells.

The Uses of 9-Oxo-10(9H)-acridineacetic acid

9-Oxo-10(9H)-acridineacetic acid is a reagent for pre-column derivatization of amino acids for fluorescent determination in HPLC and it is also a building block in pharmaceutics.

What are the applications of Application

9-Oxo-10(9H)-acridineacetic acid is a derivitization agent for amino acid purifications

Definition

ChEBI: Cridanimod is a member of acridines. It is functionally related to an acridone.

storage

Store at +4°C

Properties of 9-Oxo-10(9H)-acridineacetic acid

Melting point:	~289 °C (dec.)
Boiling point:	486.6±34.0 °C(Predicted)
Density	1.362
storage temp.	Sealed in dry,Room Temperature
solubility	Aqueous Base (Slightly), DMSO (Slightly)
form	Solid
pka	3.69±0.10(Predicted)
color	Pale Yellow to Light Yellow
λmax	410nm(H2O)(lit.)
BRN	227508
InChI	InChI=1S/C15H11NO3/c17-14(18)9-16-12-7-3-1-5-10(12)15(19)11-6-2-4-8-13(11)16/h1-8H,9H2,(H,17,18)
CAS DataBase Reference	38609-97-1(CAS DataBase Reference)

Safety information for 9-Oxo-10(9H)-acridineacetic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.