9-Oxo-10(9H)-acridineacetic acid
- Product Name
- 9-Oxo-10(9H)-acridineacetic acid
- CAS No.
- 38609-97-1
- Chemical Name
- 9-Oxo-10(9H)-acridineacetic acid
- Synonyms
- ACRIDONE ACETIC ACID;Cridanimod;10-carboxymethyl-9-acridanone;10-Cma;XBIO-101;AI3-05733;HSDB 2647;Aids000901;Aids-000901;Brn 0227508
- CBNumber
- CB0502504
- Molecular Formula
- C15H11NO3
- Formula Weight
- 253.25
- MOL File
- 38609-97-1.mol
9-Oxo-10(9H)-acridineacetic acid Property
- 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)
- InChIKey
- UOMKBIIXHQIERR-UHFFFAOYSA-N
- SMILES
- C1=C2C(N(CC(O)=O)C3=C(C2=O)C=CC=C3)=CC=C1
- CAS DataBase Reference
- 38609-97-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 17927
- Product name
- 9-Oxo-10(9H)-acridineacetic acid
- Purity
- for HPLC derivatization, ≥99.0% (T)
- Packaging
- 250mg
- Price
- $311.6
- Updated
- 2025/07/31
- Product number
- O0432
- Product name
- 9-Oxoacridine-10-acetic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $70
- Updated
- 2025/07/31
- Product number
- O0432
- Product name
- 9-Oxoacridine-10-acetic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $211
- Updated
- 2025/07/31
- Product number
- O870098
- Product name
- 9-Oxo-10(9H)-acridineacetic acid
- Packaging
- 100mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- O870098
- Product name
- 9-Oxo-10(9H)-acridineacetic acid
- Packaging
- 250mg
- Price
- $140
- Updated
- 2021/12/16
9-Oxo-10(9H)-acridineacetic acid Chemical Properties,Usage,Production
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.
Uses
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.
Definition
ChEBI: Cridanimod is a member of acridines. It is functionally related to an acridone.
Synthesis
79-11-8
578-95-0
38609-97-1
The synthetic method consisted of the following steps: 29.2 g of [Pmim]OH ionic liquid was added to a three-necked flask equipped with a condensation reflux device, followed by the addition of 19.5 g of acridinone and 11.3 g of chloroacetic acid, which was homogenized by stirring at room temperature. The reaction mixture was allowed to stand at room temperature and then reacted under stirring conditions for 12 hours. After completion of the reaction, the residue was washed with 25 mL of methanol and dried to give 24.2 g of 2-(9-oxoacridin-10(9H)-yl)acetic acid in 95.7% yield.
storage
Store at +4°C
References
[1] Patent: CN104592115, 2017, B. Location in patent: Paragraph 0016; 0017; 0018
[2] Patent: CN108456166, 2018, A. Location in patent: Paragraph 0030; 0044; 0045; 0047; 0050; 0051; 0072
[3] Acta Poloniae Pharmaceutica - Drug Research, 2010, vol. 67, # 2, p. 211 - 214
9-Oxo-10(9H)-acridineacetic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 9-Oxo-10(9H)-acridineacetic acid manufacturers
- Product
- 2-(9-Oxoacridin-10(9H)-yl)acetic acid 38609-97-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-09-16
- Product
- 9-Oxo-10(9H)-acridineacetic acid 38609-97-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-08-22
- Product
- 9-Oxo-10 (9H) -Acridineacetic Acid 38609-97-1
- Price
- US $150.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2024-11-19