LE135 | CAS# 155877-83-1 | Retinoid Acid Receptor Antagonist

MedKoo Cat#: 532108 | Name: LE135

Description:

WARNING: This product is for research use only, not for human or veterinary use.

LE135 is a retinoid acid receptor antagonist, produces pain through direct activation of TRP channels.

Chemical Structure

LE135

CAS#155877-83-1

Theoretical Analysis

MedKoo Cat#: 532108

Name: LE135

CAS#: 155877-83-1

Chemical Formula: C29H30N2O2

Exact Mass: 438.2307

Molecular Weight: 438.57

Elemental Analysis: C, 79.42; H, 6.90; N, 6.39; O, 7.30

Price and Availability

Size	Price	Availability
5mg	USD 300.00	2 Weeks
10mg	USD 500.00	2 Weeks
25mg	USD 850.00	2 Weeks

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Related CAS #

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Synonym

LE135; LE 135; LE-135.

IUPAC/Chemical Name

4-(5,7,7,10,10-pentamethyl-8,9-dihydronaphtho[2,3-b][1, 4]benzodiazepin-13-yl)benzoic acid

InChi Key

YZZAIQOVMHVWBS-UHFFFAOYSA-N

InChi Code

InChI=1S/C29H30N2O2/c1-28(2)14-15-29(3,4)22-17-25-23(16-21(22)28)30-26(18-10-12-19(13-11-18)27(32)33)20-8-6-7-9-24(20)31(25)5/h6-13,16-17H,14-15H2,1-5H3,(H,32,33)

SMILES Code

O=C(O)C1=CC=C(C2=NC(C(N(C)C3=CC=CC=C23)=C4)=CC5=C4C(C)(C)CCC5(C)C)C=C1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

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.

In vitro activity:

Both LE135 and LE540 inhibited retinoic acid (RA)-induced transcriptional activation of RARbeta, but not RARalpha, RARgamma or retinoid X receptor alpha (RXRalpha), on a variety of RA response elements. Reference: J Biol Chem. 1999 May 28;274(22):15360-6. https://pubmed.ncbi.nlm.nih.gov/10336422/

In vivo activity:

Intraplantar injection of LE135 in mice evoked pain-related behaviours. Both TRPV1 and TRPA1 channels were involved in LE135-elicited pain-related responses, as shown by pharmacological and genetic ablation studies. Reference: Br J Pharmacol. 2014 Mar;171(6):1510-20. https://pubmed.ncbi.nlm.nih.gov/24308840/

	Solvent	mg/mL	mM
Solubility
	DMF	5.0	11.40
	DMSO	35.5	80.84
	DMSO:PBS (pH 7.2) (1:1)	0.5	1.14
	Ethanol	1.1	2.51

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 438.57 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Li Y, Hashimoto Y, Agadir A, Kagechika H, Zhang Xk. 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. doi: 10.1074/jbc.274.22.15360. PMID: 10336422. 2. Umemiya H, Fukasawa H, Ebisawa M, Eyrolles L, Kawachi E, Eisenmann G, Gronemeyer H, Hashimoto Y, Shudo K, Kagechika H. 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. doi: 10.1021/jm9704309. PMID: 9435893. 3. Lee NH, Choi MJ, Yu H, Kim JI, Cheon HG. Adapalene induces adipose browning through the RARβ-p38 MAPK-ATF2 pathway. Arch Pharm Res. 2022 May;45(5):340-351. doi: 10.1007/s12272-022-01384-4. Epub 2022 May 24. PMID: 35608792. 4. Yin S, Luo J, Qian A, Yu W, Hu H. LE135, a retinoid acid receptor antagonist, produces pain through direct activation of TRP channels. Br J Pharmacol. 2014 Mar;171(6):1510-20. doi: 10.1111/bph.12543. PMID: 24308840; PMCID: PMC3954489.

In vitro protocol:

In vivo protocol:

1. Lee NH, Choi MJ, Yu H, Kim JI, Cheon HG. Adapalene induces adipose browning through the RARβ-p38 MAPK-ATF2 pathway. Arch Pharm Res. 2022 May;45(5):340-351. doi: 10.1007/s12272-022-01384-4. Epub 2022 May 24. PMID: 35608792. 2. Yin S, Luo J, Qian A, Yu W, Hu H. LE135, a retinoid acid receptor antagonist, produces pain through direct activation of TRP channels. Br J Pharmacol. 2014 Mar;171(6):1510-20. doi: 10.1111/bph.12543. PMID: 24308840; PMCID: PMC3954489.

1: Yin S, Luo J, Qian A, Yu W, Hu H. LE135, a retinoid acid receptor antagonist, produces pain through direct activation of TRP channels. Br J Pharmacol. 2014 Mar;171(6):1510-20. doi: 10.1111/bph.12543. PubMed PMID: 24308840; PubMed Central PMCID: PMC3954489. 2: Henderson SE, Santangelo KS, Bertone AL. Chondrogenic effects of exogenous retinoic acid or a retinoic acid receptor antagonist (LE135) on equine chondrocytes and bone marrow-derived mesenchymal stem cells in monolayer culture. Am J Vet Res. 2011 Jul;72(7):884-92. doi: 10.2460/ajvr.72.7.884. PubMed PMID: 21728848. 3: Li Z, Yao SJ, Alini M, Stoddart MJ. The role of retinoic acid receptor inhibitor LE135 on the osteochondral differentiation of human bone marrow mesenchymal stem cells. J Cell Biochem. 2011 Mar;112(3):963-70. doi: 10.1002/jcb.23013. PubMed PMID: 21308729.