4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID
4-[(5,6,7,8-Tetrahydro-5,5,8,8-Tetramethyl-2-Naphthalenyl)Carboxamido]Benzoic Acid
CAS: 102121-60-8
Molecular Formula: C22H25NO3
4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID - Names and Identifiers
4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID - Physico-chemical Properties
| Molecular Formula | C22H25NO3 |
| Molar Mass | 351.44 |
| Density | 1.154 |
| Melting Point | 265-267℃ |
| Boling Point | 485.24°C (rough estimate) |
| Solubility | Soluble in DMSO (20mg/ml) or ethanol (10mg/ml). |
| Appearance | White to off-white solid. |
| Color | Off-white |
| pKa | 4.28±0.10(Predicted) |
| Storage Condition | -20°C |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| Refractive Index | 1.5614 (estimate) |
| In vitro study | In the presence of G-CSF, AM580 (at 10 -8 M) produces a remarkable induction in LAP mRNA of NB4 cells. At a concentration of 10 -5 M, AM580 and ATRA, in combination with G-CSF, induce almost the same level of LAP transcript. AM580 (at 10 -8 M) leads to an approximately sixfold increase in the steady-state levels of the transcript coding for the G-CSF receptor in NB4 cells. AM580 (50 nM) increases caspase-3 expression in all of the colonies, and in 30% of the colonies induce acinar-like cavitation. Knockdown of RARγ1 in primary Myc cells using shRARγ1 followed by Am580 treatment results in an even higher level of CRBP1 expression, showing that in these cells RARγ has a repressive effect on the RARα target gene CRBP1 . Am580 (200 nM) enhances the anti-proliferative effect exhibited by RARγ knockdown in the MCF-10A and MCF-7 cell lines but not in the MDA-MB-231 cells. |
| In vivo study | Am580 (0.3 mg/kg/day) treatment has a more profound effect on tumor-free survival of MMTV-wnt1 mice, the effect being noticeable even in early appearing tumors, and no overt toxicity is found in liver, lungs, kidney, and spleen. Am580 treatment reduces substantially and equally the level of hyperplasia in both transgenic glands. Treatment of MMTV-Myc mice with the RARα-selective agonist Am580 leads to significant inhibition of mammary tumor growth, lung metastasis and extends tumor latency in 63% of mice. |
4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID - Risk and Safety
| WGK Germany | 3 |
| RTECS | DH6834890 |
4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.845 ml | 14.227 ml | 28.454 ml |
| 5 mM | 0.569 ml | 2.845 ml | 5.691 ml |
| 10 mM | 0.285 ml | 1.423 ml | 2.845 ml |
| 5 mM | 0.057 ml | 0.285 ml | 0.569 ml |
Last Update：2024-01-02 23:10:35
4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID - Reference Information
| biological activity | AM580 is a retinoic acid nuclear receptor (RAR) agonist, and its Kd values for RARα, RARβ and RARγ are 8 nM, 131 nM and 450 nM respectively. |
| in vitro study | in the presence of G-CSF, AM580 (at 10 -8 M) produces a remarkable induction in LAP mRNA of NB4 cells. At a concentration of 10 -5 m, AM580 and ATRA, in combination with G-CSF, induce almost the same level of LAP transcript. AM580 (at 10 -8 M) LEADS TO AN approximately sixfold increase in the steady-state levels of the transcript coding for the G-CSF receptor in NB4 cells. AM580 (50 nM) increases caspase-3 expression in all of the colonies, and in 30% of the colonies induce acinar-like cavitation. Knockdown of RARγ1 in primary Myc cells using shRARγ1 followed by Am580 treatment results in an even higher level of CRBP1 expression, showing that in these cells RAR γ has a repressive effect on the RAR α target gene CRBP1. Am580 (200 nm) enhances the anti-proliferative effect exhibited by RAR γ knockdown in the MCF-10A and MCF-7 cell lines but not in the MDA-MB-231 cells. |
| in vivo study | am580 (0.3 mg/kg/day) treatment has a more profound effect on tumor-free survival of MMTV-wnt1 mice, the effect being noticeable even in early appearing tumors, and no overt toxicity is found in liver, lungs, kidney, and spleen. Am580 treatment reduces substantially and equally the level of hyperplasia in both transgenic glands. Treatment of MMTV-Myc mice with the RARα-selective agonist Am580 heads to significant inhibition of mammary tumor growth, lung metastasis and extends tumor latency in 63% of mice. |
Last Update：2024-04-09 01:59:59
![4-[(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)CARBOXAMIDO]BENZOIC ACID](http://res.chembk.com/assets/images/structure/102121-60-8.gif)
Supplier List
Spot supply
Product Name: 4-[(5,6,7,8-Tetrahydro-5,5,8,8-Tetramethyl-2-Naphthalenyl)Carboxamido]Benzoic Acid Visit Supplier Webpage Request for quotationCAS: 102121-60-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: 4-[(5,6,7,8-Tetrahydro-5,5,8,8-Tetramethyl-2-Naphthalenyl)Carboxamido]Benzoic Acid Visit Supplier Webpage Request for quotationCAS: 102121-60-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History