Kartogenin

Modify Date: 2024-01-02 11:08:32

Kartogenin Structure
Kartogenin structure
Common Name Kartogenin
CAS Number 4727-31-5 Molecular Weight 317.338
Density 1.3±0.1 g/cm3 Boiling Point 464.4±38.0 °C at 760 mmHg
Molecular Formula C20H15NO3 Melting Point N/A
MSDS Chinese USA Flash Point 234.6±26.8 °C
Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning

 Use of Kartogenin


Kartogenin is an inducer of differentiation of human mesenchymal stem cells into chondrocytes.

 Names

Name 2-[(4-phenylphenyl)carbamoyl]benzoic acid
Synonym More Synonyms

 Kartogenin Biological Activity

Description Kartogenin is an inducer of differentiation of human mesenchymal stem cells into chondrocytes.
Related Catalog
In Vitro Kartogenin enhances cell proliferation in both cell types in a concentration-dependent manner and induces chondrogenic differentiation of stem cells, as demonstrated by high expression levels of chondrogenic markers aggrecan, collagen II and Sox-9. Besides, kartogenin induces the formation of cartilage-like tissues in cell cultures, as observed through the staining of abundant proteoglycans, collagen II and osteocalcin[1]. Kartogenin stimulates type-I collagen synthesis of fibroblasts at the mRNA and protein levels in a time-dependent manner without obvious influence on fibroblasts’ apoptosis and viability. Smad4/smad5 of the TGF-β signaling pathway is activated by kartogenin while MAPK signaling pathway remains unchanged[2]. Kartogenin treatment enhances chondrocyte pericellular matrix assembly and retention in the presence of IL-1β. Kartogenin partially blocks the IL-1β-induced increased expression of ADAMTS-5. Additionally, kartogenin-treated articular chondrocytes exhibits a decrease in CD44 proteolytic fragmentation[3].
In Vivo hen injected into intact rat patellar tendons, kartogenin induces cartilage-like tissue formation in the injected area. When injected into experimentally injured rat Achilles TBJs, wound healing in the TBJs is enhanced, as evidenced by the formation of extensive cartilage-like tissues[1]. Kartogenin stimulates collagen synthesis in the mouse dermis. Dermis in the kartogenin (100 nM)-treated group exhibits increased dermal thickness and intense blue staining, which represents more collagen composition in the dermis[2].
Cell Assay Rabbit BMSCs or PTSCs are treated with various concentrations (1 nM to 5 μM) of kartogenin. The medium is changed every 3 days and after 2 weeks, cell proliferation is measured by population doubling time[1].
Animal Admin Rats: Then rats are divided into two groups based on the injections received: six rats are given 10 µL saline injections in each wound (wound-only group) and six rats receive 10 µL of 100 µM kartogenin solution each in the wounded areas (wound+kartogenin group). The injections are given immediately after wounding and repeated on days 2, 4, 7 and 12[1].
References

[1]. Zhang J, et al. Kartogenin induces cartilage-like tissue formation in tendon-bone junction. Bone Res. 2014;2. pii: 14008.

[2]. Wang J, et al. A heterocyclic molecule kartogenin induces collagen synthesis of human dermal fibroblasts by activating the smad4/smad5 pathway. Biochem Biophys Res Commun. 2014 Jul 18;450(1):568-74.

[3]. Ono Y, et al. Chondroprotective Effect of Kartogenin on CD44-Mediated Functions in Articular Cartilage and Chondrocytes. Cartilage. 2014 Jul;5(3):172-80.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 464.4±38.0 °C at 760 mmHg
Molecular Formula C20H15NO3
Molecular Weight 317.338
Flash Point 234.6±26.8 °C
Exact Mass 317.105194
PSA 66.40000
LogP 3.81
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.674
Storage condition room temp
Water Solubility DMSO: >15mg/mL

 Safety Information

Symbol GHS07 GHS09
GHS07, GHS09
Signal Word Warning
Hazard Statements H302-H319-H410
Precautionary Statements P273-P305 + P351 + P338-P501
Hazard Codes Xn,N
Risk Phrases 22-36-50/53
Safety Phrases 60-61
RIDADR UN 3077 9 / PGIII
Hazard Class 9.0
HS Code 2924299090

 Customs

HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

2-[([1,1'-biphenyl]-4-ylamino)carbonyl]benzoic acid
Kartogenin
2-([1,1'-Biphenyl]-4-ylcarbamoyl)benzoic acid
Benzoic acid, 2-[([1,1'-biphenyl]-4-ylamino)carbonyl]-
2-(4-Biphenylylcarbamoyl)benzoic acid
2-(Biphenyl-4-ylcarbamoyl)benzoic acid
KGN
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