JQ1-Carboxylic acid | CAS#202592-23-2 | BET inhibitor

MedKoo Cat#: 562151 | Name: JQ1-Carboxylic acid

Description:

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

JQ1-Carboxylic acid also known as JQ1 Acid, is an inhibitor of bromodomain and extra terminal domain (BET) family proteins.

Chemical Structure

JQ1-Carboxylic acid

CAS#202592-23-2 (free)

Theoretical Analysis

MedKoo Cat#: 562151

Name: JQ1-Carboxylic acid

CAS#: 202592-23-2 (free)

Chemical Formula: C19H17ClN4O2S

Exact Mass: 400.0761

Molecular Weight: 400.88

Elemental Analysis: C, 56.93; H, 4.27; Cl, 8.84; N, 13.98; O, 7.98; S, 8.00

Price and Availability

Size	Price	Availability
10mg	USD 150.00	Ready to ship
25mg	USD 250.00	Ready to ship
50mg	USD 450.00	Ready to ship
100mg	USD 750.00	Ready to ship
200mg	USD 1,250.00	Ready to ship
1g	USD 4,250.00	Ready to Ship

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Related CAS #

1426257-60-4 (HCl) 2069219-37-8 (TFA) 2230314-61-9 (xTFA) 202592-23-2 (free)

Synonym

JQ1 Carboxylic Acid; JQ1-Carboxylic Acid; JQ1 Acid; JQ-1 Acid; JQ-1 Acid; 202592-23-2 (free)

IUPAC/Chemical Name

6(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid

InChi Key

LJOSBOOJFIRCSO-AWEZNQCLSA-N

InChi Code

InChI=1S/C19H17ClN4O2S/c1-9-10(2)27-19-16(9)17(12-4-6-13(20)7-5-12)21-14(8-15(25)26)18-23-22-11(3)24(18)19/h4-7,14H,8H2,1-3H3,(H,25,26)/t14-/m0/s1

SMILES Code

O=C(O)C[C@H]1C2=NN=C(C)N2C3=C(C(C)=C(C)S3)C(C4=CC=C(Cl)C=C4)=N1

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

Certificate of Analysis

View CoA: current batch, Lot#C9R08B20

QC Data

View QC data: current batch, Lot#C9R08B20

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

JQ-1 carboxylic acid is a (+)-JQ1 derivative (a BET bromodomain inhibitor).

In vitro activity:

In the present study, it was first noted that JQ1 can significantly affect the glycolytic metabolism of B-ALL cells by inhibiting glucose absorption and metabolic process and eventually causing the reduction of metabolic intermediates, such as lactate and ATP, which are the main materials and energy sources for cell synthesis. According to the results of RNA-seq, JQ1 suppressed the glycolytic process by inhibiting the expression of glycolysis key enzymes, including hexokinase 2, phosphofructokinase, and lactate dehydrogenase A. It was also found that the glycolysis inhibitor 2-DG blocked the cell cycle arrest of B-ALL cells induced by JQ1, suggesting JQ1 suppressed the proliferation of B-ALL by partially inhibiting glycolysis. Reference: Med Sci Monit. 2020; 26: e923411-1–e923411-10. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7165247/

In vivo activity:

To further validate findings, the anti-tumor effects of JQ1 were evaluated in vivo using a xenograft mouse model transplanted with HGC27 cells subcutaneously. Twelve mice were divided into two groups: the NC group and the JQ1-treating group. After 2 weeks of JQ1 treatment, it was observed that the volumes and weights of the tumors from the JQ1-treating group were significantly decreased compared with that in the NC group (Fig. 7a, b). However, there were no obvious differences regarding body weights of the mice between the two groups (Fig. 7c). Then, total protein and mRNA were extracted from the fresh tumors. WB analysis showed that the NID1 protein expression was significantly downregulated in JQ1-treating group compared with NC group (Fig. 7d). In addition, qRT-PCR results demonstrated a significant decrease in NID1 mRNA expression after JQ1 treatment (Fig. 7e). These findings indicated that JQ1 suppressed GC tumor proliferation via inhibiting NID1 signaling in vivo. Reference: Oncogenesis. 2020 Mar; 9(3): 33. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7064486/

	Solvent	mg/mL	mM
Solubility
	DMSO	43.9	109.56
	DMSO:PBS (pH 7.2) (1:4)	0.2	0.50
	DMF	20.0	49.89
	Ethanol	27.6	68.72

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 400.88 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. Zhang MY, Liu SL, Huang WL, Tang DB, Zheng WW, Zhou N, Zhou H, Abudureheman T, Tang ZH, Zhou BS, Duan CW. Bromodomains and Extra-Terminal (BET) Inhibitor JQ1 Suppresses Proliferation of Acute Lymphocytic Leukemia by Inhibiting c-Myc-Mediated Glycolysis. Med Sci Monit. 2020 Apr 8;26:e923411. doi: 10.12659/MSM.923411. PMID: 32266878; PMCID: PMC7165247. 2. Qian Z, Shuying W, Ranran D. Inhibitory effects of JQ1 on listeria monocytogenes-induced acute liver injury by blocking BRD4/RIPK1 axis. Biomed Pharmacother. 2020 May;125:109818. doi: 10.1016/j.biopha.2020.109818. Epub 2020 Feb 25. PMID: 32106368. 3. Li F, MacKenzie KR, Jain P, Santini C, Young DW, Matzuk MM. Metabolism of JQ1, an inhibitor of bromodomain and extra terminal bromodomain proteins, in human and mouse liver microsomes†. Biol Reprod. 2020 Aug 4;103(2):427-436. doi: 10.1093/biolre/ioaa043. PMID: 32285106; PMCID: PMC7401416. 4. Zhou S, Zhang S, Wang L, Huang S, Yuan Y, Yang J, Wang H, Li X, Wang P, Zhou L, Yang J, Xu Y, Gao H, Zhang Y, Lv Y, Zou X. BET protein inhibitor JQ1 downregulates chromatin accessibility and suppresses metastasis of gastric cancer via inactivating RUNX2/NID1 signaling. Oncogenesis. 2020 Mar 10;9(3):33. doi: 10.1038/s41389-020-0218-z. PMID: 32157097; PMCID: PMC7064486.

In vitro protocol:

In vivo protocol:

1. Li F, MacKenzie KR, Jain P, Santini C, Young DW, Matzuk MM. Metabolism of JQ1, an inhibitor of bromodomain and extra terminal bromodomain proteins, in human and mouse liver microsomes†. Biol Reprod. 2020 Aug 4;103(2):427-436. doi: 10.1093/biolre/ioaa043. PMID: 32285106; PMCID: PMC7401416. 2. Zhou S, Zhang S, Wang L, Huang S, Yuan Y, Yang J, Wang H, Li X, Wang P, Zhou L, Yang J, Xu Y, Gao H, Zhang Y, Lv Y, Zou X. BET protein inhibitor JQ1 downregulates chromatin accessibility and suppresses metastasis of gastric cancer via inactivating RUNX2/NID1 signaling. Oncogenesis. 2020 Mar 10;9(3):33. doi: 10.1038/s41389-020-0218-z. PMID: 32157097; PMCID: PMC7064486.

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