1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
- CAS No.
- 338747-41-4
- Chemical Name:
- 1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
- Synonyms
- BQCA;BQCA, 10 mM in DMSO;Benzyl quinolone carboxylic acid;mAChR,Muscarinic acetylcholine receptor,Inhibitor,inhibit,BQCA;1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic ...;1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;1-(4-Methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;3-Quinolinecarboxylic acid, 1,4-dihydro-1-[(4-methoxyphenyl)methyl]-4-oxo-
- CBNumber:
- CB6252791
- Molecular Formula:
- C18H15NO4
- Molecular Weight:
- 309.32
- MDL Number:
- MFCD01315710
- MOL File:
- Mol file
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 210-212 °C |
|---|---|
| Boiling point | 492.6±45.0 °C(Predicted) |
| Density | 1.346±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO: soluble10mg/mL (clear solution) |
| pka | 0.70±0.20(Predicted) |
| form | powder |
| color | white to beige |
| InChI | 1S/C18H15NO4/c1-23-13-8-6-12(7-9-13)10-19-11-15(18(21)22)17(20)14-4-2-3-5-16(14)19/h2-9,11H,10H2,1H3,(H,21,22) |
| InChIKey | BZBBTGCKPRSPGF-UHFFFAOYSA-N |
| SMILES | COc1ccc(CN2C=C(C(O)=O)C(=O)c3ccccc23)cc1 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| NFPA 704 |
|
1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0497 | BQCA ≥98% (HPLC) | 338747-41-4 | 10mg | $146 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML0497 | BQCA ≥98% (HPLC) | 338747-41-4 | 50mg | $587 | 2026-04-30 | Buy |
| Cayman Chemical | 15393 | BQCA ≥98% | 338747-41-4 | 5mg | $69 | 2026-04-30 | Buy |
| Cayman Chemical | 15393 | BQCA ≥98% | 338747-41-4 | 10mg | $106 | 2026-04-30 | Buy |
| Cayman Chemical | 15393 | BQCA ≥98% | 338747-41-4 | 25mg | $248 | 2026-04-30 | Buy |
1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid Chemical Properties, Uses, Production
Description
BQCA is a highly selective positive allosteric modulator of the M1 muscarinic acetylcholine receptor (mAChR), as it dose-
Uses
BQCA is a highly selective positive allosteric modulator of the M1 muscarinic acetylcholine receptor (mAChR).
Biochem/physiol Actions
BQCA is a potent muscarinic M1 receptor positive allosteric modulator with selectivity for M1 over M2-M5. It potentiates M1 activity in in vitro and in vivo assays and is orally bioavailable. Muscarinic 1 (M1) receptors are expressed in brain regions responsible for attention and memory, including hippocampus, cortex, and striatum. BQCA binds allosterically to M1 to enhance the binding and efficacy of ACh at the receptor. M1 activation is a proposed mechanism for increasing information processing in disease states, such as Alzheimer′s. M1 agonists are being studied as potential therapeutic agents to treat Alzheimer′s disease and the cognitive and negative symptoms of schizophrenia. BQCA has been shown to improve performance in cognition tasks and increase cerebral blood flow.
in vitro
bqca alone showed no effect on calcium mobilization up to 10 μm but increased ach potency 128.8 ± 20.1-fold at 100 μm. in cho cells stably expressing human m1, bqca (100 μm) activated m1 in the absence of ach to an approximate 50% maximal response. bqca had no effect on m2–m5, indicating 100-fold selectivity [1]. bqca dose-dependently reduced the concentration of acetylcholine required to activate the m1 receptor [1]. the effective range for potentiation of m1 in cells by bqca was 0.1 to 100 μm, with an inflection point value of 845 nm when 3 nm acetylcholine was used [1].
in vivo
in wild-type mice, bqca (15 mg/kg) induced c-fos and arc rna in the cortex, hippocampus, and cerebellum and the arc was also elevated in the striatum. bqca had no effect in m1-/- mice. in wild-type mice, oral administration of 15 mg/kg bqca increased the ratio of phosphoerk (perk) to total erk by 28%. bqca showed excellent brain penetration and increased the firing rate of medial prefrontal cortex neurons in vivo in rats [2].
storage
Store at -20°C
References
[1] ma l, seager m a, wittmann m, et al. selective activation of the m1 muscarinic acetylcholine receptor achieved by allosteric potentiation[j]. proceedings of the national academy of sciences, 2009, 106(37): 15950-15955.
[2] shirey j k, brady a e, jones p j, et al. a selective allosteric potentiator of the m1 muscarinic acetylcholine receptor increases activity of medial prefrontal cortical neurons and restores impairments in reversal learning[j]. journal of neuroscience, 2009, 29(45): 14271-14286.
1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 9780 | 55 |
| ShangHai Biochempartner Co.,Ltd | 177-54423994 17754423994 | 2853530910@QQ.com | China | 8000 | 62 |
| Shanghai SuperLan Chemcial Technique Centre | 0-2022843681 15618226720 | chaolaichem@foxmail.com | China | 9996 | 58 |
| Beijing Solarbio Science & Tecnology Co., Ltd. | 17801761073 18101056239 | 3193328036@qq.com | China | 28150 | 68 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Angel Pharmatech, Ltd. | 17317130613 | 3358272972@qq.com | China | 3307 | 58 |
| Zhengzhou Acme Chemical Co., Ltd. | 037163312495 13303845143 | 1416159398@qq.com | China | 10150 | 58 |
View Latest Price from 1-(4-Methoxybenzyl)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-04-20 | BQCA
338747-41-4
|
$37.00-148.00 | 99.09% | 10g | TargetMol Chemicals Inc. | ||
 |
2019-12-24 | 1-(4-METHOXYBENZYL)-4-OXO-1,4-DIHYDRO-3-QUINOLINECARBOXYLIC ACID
338747-41-4
|
$1.00 | 1g | 99% | 20kg | Career Henan Chemical Co |
-
- BQCA
338747-41-4
- $37.00-148.00
- 99.09%
- TargetMol Chemicals Inc.
-
- 1-(4-METHOXYBENZYL)-4-OXO-1,4-DIHYDRO-3-QUINOLINECARBOXYLIC ACID
338747-41-4
- $1.00
- 99%
- Career Henan Chemical Co
