CAS 155877-83-1|LE 135
Introduction：Basic information about CAS 155877-83-1|LE 135, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | LE 135 | ||
|---|---|---|---|
| CAS Number | 155877-83-1 | Molecular Weight | 438.561 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 601.3±55.0 °C at 760 mmHg |
| Molecular Formula | C29H30N2O2 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 317.5±31.5 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | 4-(5,7,7,10,10-pentamethyl-8,9-dihydronaphtho[2,3-b][1,4]benzodiazepin-13-yl)benzoic acid |
|---|---|
| Synonym | More Synonyms |
LE 135 BiologicalActivity
| Description | LE135 is a potent RAR antagonist that binds selectively to RARα (Ki of 1.4 μM) and RARβ (Ki of 220 nM), and has a higher affinity to RARβ. LE135 is highly selective over RARγ, RXRα, RXRβ and RXRγ. LE135 is also a potent TRPV1 and TRPA1 receptors activator with EC50s of 2.5 μM and 20 μM, respectively[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>CancerResearch Areas >>Neurological DiseaseSignaling Pathways >>Metabolic Enzyme/Protease >>RAR/RXR |
| Target | RARβ:220 nM (Ki) RARα:1400 nM (Ki) TRPV1:2.5 μM (EC50) TRPA1:20 μM (EC50) |
| In Vitro | LE135 inhibits Am80-induced differentiation of human promyelocytic leukemia cells HL-60 with an IC50 of 150 nM[1]. LE135 inhibits retinoic acid (RA)-induced transcriptional activation of RARβ, but not RARα, RARγ or retinoid X receptor α (RXRα), on a variety of RA response elements. LE135 strongly represses 12-O-tetradecanoylphorbol-13-acetate-induced AP-1 activity in the presence of RARβ and RXRα[3]. |
| In Vivo | LE135 provokes nociceptive responses and elicited thermal hyperalgesia mainly through TRPV1 channels, but required both TRPA1 and TRPV1 channels for producing mechanical allodynia. Intraplantar injection of LE135 (30 nmol/10 μL) induces mechanical hypersensitivity in wild-type and Trpa1−/− mice[2]. |
| References | [1]. H Umemiya, et al. Regulation of retinoidal actions by diazepinylbenzoic acids. Retinoid synergists which activate the RXR-RAR heterodimers. J Med Chem. 1997 Dec 19;40(26):4222-34. [2]. Shijin Yin, et al. LE135, a retinoid acid receptor antagonist, produces pain through direct activation of TRP channels. Br J Pharmacol. 2014 Mar;171(6):1510-20. [3]. Y Li, et al. Identification of a novel class of retinoic acid receptor beta-selective retinoid antagonists and their inhibitory effects on AP-1 activity and retinoic acid-induced apoptosis in human breast cancer cells. J Biol Chem. 1999 May 28;274(22):15360-6. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 601.3±55.0 °C at 760 mmHg |
| Molecular Formula | C29H30N2O2 |
| Molecular Weight | 438.561 |
| Flash Point | 317.5±31.5 °C |
| Exact Mass | 438.230713 |
| PSA | 52.90000 |
| LogP | 7.36 |
| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
| Index of Refraction | 1.628 |
| InChIKey | YZZAIQOVMHVWBS-UHFFFAOYSA-N |
| SMILES | CN1c2cc3c(cc2N=C(c2ccc(C(=O)O)cc2)c2ccccc21)C(C)(C)CCC3(C)C |
| Storage condition | 2-8°C |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319 |
| Precautionary Statements | P305 + P351 + P338 |
| Hazard Codes | Xi |
| RIDADR | NONH for all modes of transport |
Synonyms
| 4-(5,7,7,10,10-Pentamethyl-7,8,9,10-tetrahydro-5H-benzo[e]naphtho[2,3-b][1,4]diazepin-13-yl)benzoic acid |
| hms3268h07 |
| Benzoic acid, 4-(7,8,9,10-tetrahydro-5,7,7,10,10-pentamethyl-5H-benzo[e]naphtho[2,3-b][1,4]diazepin-13-yl)- |
| le 135 |
