URB597
- CAS No.
- 546141-08-6
- Chemical Name:
- URB597
- Synonyms
- URB597 (KDS-4103);3-(3-carbaMoylphenyl)phenyl N-cyclohexylcarbaMate;URB597;CS-115;KDS 4103;URB 597 NEW;URB597 powder;URB 597, >=98%;APD597(URB597);FAAH inhibitor
- CBNumber:
- CB4331788
- Molecular Formula:
- C20H22N2O3
- Molecular Weight:
- 338.4
- MDL Number:
- MFCD05863934
- MOL File:
- 546141-08-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 533.2±50.0 °C(Predicted) |
|---|---|
| Density | 1.23 |
| storage temp. | 2-8°C |
| solubility | DMSO: ~14 mg/mL, soluble |
| form | powder |
| pka | 11.74±0.20(Predicted) |
| color | white |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. |
| InChI | 1S/C20H22N2O3/c21-19(23)16-8-4-6-14(12-16)15-7-5-11-18(13-15)25-20(24)22-17-9-2-1-3-10-17/h4-8,11-13,17H,1-3,9-10H2,(H2,21,23)(H,22,24) |
| InChIKey | ROFVXGGUISEHAM-UHFFFAOYSA-N |
| SMILES | NC(=O)c1cccc(c1)-c2cccc(OC(=O)NC3CCCCC3)c2 |
| FDA UNII | PX47LB88FO |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H319-H410 | |||||||||
| Precautionary statements | P273-P305+P351+P338-P501 | |||||||||
| PPE | Eyeshields, Gloves | |||||||||
| Hazard Codes | N | |||||||||
| Risk Statements | 50/53 | |||||||||
| Safety Statements | 22-24/25-60-61 | |||||||||
| RIDADR | UN 3077 9/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
URB597 price More Price(72)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | U4133 | URB597 ≥98% (HPLC) | 546141-08-6 | 5mg | $146 | 2026-04-30 | Buy |
| Sigma-Aldrich | 341249 | FAAH Inhibitor II | 546141-08-6 | 5mg | $96.4 | 2023-01-07 | Buy |
| TCI Chemical | A3607 | URB-597 | 546141-08-6 | 100MG | $94 | 2026-04-30 | Buy |
| Cayman Chemical | 10046 | URB597 ≥98% | 546141-08-6 | 5mg | $38 | 2026-04-30 | Buy |
| Cayman Chemical | 10046 | URB597 ≥98% | 546141-08-6 | 10mg | $72 | 2026-04-30 | Buy |
URB597 Chemical Properties, Uses, Production
Description
URB597 is a potent, orally bioavailable FAAH inhibitor with IC50 of 4.6 nM, with no activity on other cannabinoid-related targets. Phase 1.
In vitro
URB597 binds in the hydrophobic pocket and catalytic core of FAAH that connects the active site residues to the membrane surface of FAAH. URB597 inhibits FAAH activity in human liver microsomes with IC50 of 3 nM. URB597 reduces the expression of the LPS-induced enzymes cyclo-oxygenase 2 (COX-2) and inducible nitric oxide synthase (iNOS; NOS2) in primary rat microglial cell, with a concomitant reduction in the release of the inflammatory mediators prostaglandin E2 (PGE2) and (NO) nitric oxide. URB597 evokes Ca2+ entry in HEK293-F Cells transiently expressing human or rat TRPA1 gene. URB597 also activates Ca2+ entry in rat DRG neurons natively expressed TRPA1 channels.
In vivo
URB597 inhibits [3H]anandamide hydrolysis in rat brain membranes with a parallel increase in brain anandamide, OEA, and PEA content by inhibition of FAAH. URB597 enhances the hypothermia effect induced by ethanolamide by inhibiting FAAH.When delivered intraperitonealy (0.3 mg/kg) URB597 reduces allodynia and hyperalgesia through cannabinoid CB1 and CB2 receptor-mediated analgesia in rats with inflammatory pain.URB597 reduces the reduction in body weight gain and sucrose intake induced by the chronic mild stress in rats through inhibition of brain FAAH activity. URB597 could reverse most depressive-like symptoms induced by adolescent THC exposure in femal rats.
Description
URB-597 (546141-08-6) is a potent and selective fatty acid amide hydrolase (FAAH) inhibitor, IC50 = 3-5 nM.1Produces cannabinoid CB1 and CB2 receptor-mediated analgesia in inflammatory pain states without causing side effects associated with cannabinoid receptor activation.2Attenuates the anxiolytic-like effect of acetaminophen in a mouse model.3Exerts anti-inflammatory effects in rat hippocampus and ameliorates age-related deficits.4Off target effects of URB-597: Reduces tyrosine hydroxylase expression.5 Improves cognitiveimpairment caused by chronic cerebral hypoperfusion in a mouse model via inhibition of mTOR-dependent autophagy.6
Uses
URB597 is a potent, selective fatty acid amide hydrolase (FAAH) inhibitor.
Definition
ChEBI: URB597 is a member of biphenyls.
General Description
URB597 binds to active sites of fatty acid amide hydrolases and inhibits their activity. URB597 alters expression of tyrosine hydroxylase and interacts with abnormal-cannabidiol (Abn-CBD) and peroxisome proliferator-activated receptors (PPARs). URB597 elicits antinociception property via cannabinoid receptor by maintaining endocannabinoid anandamide (AEA) levels. URB597 reduces abnormal hyperactivity in neurons and could be for treatment of seizures and improving synaptic plasticity.
Biochem/physiol Actions
Potent, selective fatty acid amide hydrolase (FAAH) inhibitor.
storage
Store at +4°C
References
[1] DANIELE PIOMELLI. Pharmacological Profile of the Selective FAAH Inhibitor KDS-4103 (URB597)[J]. CNS drug reviews, 2006, 12 1: 21-38. DOI:10.1111/j.1527-3458.2006.00021.x
[2] ANGELO JAYAMANNE. Actions of the FAAH inhibitor URB597 in neuropathic and inflammatory chronic pain models[J]. British Journal of Pharmacology, 2009, 147 3: 281-288. DOI:10.1038/sj.bjp.0706510
[3] SAWSAN A ZAITONE Soad H A E E Ahmed F El Wakeil. Inhibition of fatty acid amide hydrolase by URB597 attenuates the anxiolytic-like effect of acetaminophen in the mouse elevated plus-maze test.[J]. Behavioural Pharmacology, 2012, 23 4: 417-425. DOI:10.1097/fbp.0b013e3283566065
[4] NIAMH MURPHY. The fatty acid amide hydrolase inhibitor URB597 exerts anti-inflammatory effects in hippocampus of aged rats and restores an age-related deficit in long-term potentiation.[J]. Journal of Neuroinflammation, 2012: 79. DOI:10.1186/1742-2094-9-79
[5] BARBARA BOSIER Didier M L Giulio G Muccioli. The FAAH inhibitor URB597 efficiently reduces tyrosine hydroxylase expression through CB1- and FAAH-independent mechanisms[J]. British Journal of Pharmacology, 2012, 169 4: 794-807. DOI:10.1111/j.1476-5381.2012.02208.x
[6] DAPENG WANG . URB597 improves cognitive impairment induced by chronic cerebral hypoperfusion by inhibiting mTOR-dependent autophagy[J]. Neuroscience, 2017, 344: Pages 293-304. DOI:10.1016/j.neuroscience.2016.12.034
URB597 Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ChemFuture PharmaTech (Jiangsu) Ltd | 5108538618 | suger.wang@chemfuture.com | China | 832 | 65 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| VDM Biochemicals | 0330-2528181 | sales@vdmbio.com | United States | 510 | 64 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16307 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| China DongFan Chemical Co.,LTD | 86-0571-85151182 | China | 5681 | 66 | |
| Shanghai Sunway Pharmaceutical Technology Co., Ltd | 13761987713 | hxzheng@sunwaypharm.cn | China | 8663 | 57 |
| Nanjing Vital Chemical Co., Ltd. | Please Send Email 18652950785 | chemweiao@163.com | China | 4368 | 65 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Shanghai Topbiochem Technology Co., Ltd | 021-58170097 | info@topbiochem.com | China | 9509 | 58 |
View Latest Price from URB597 manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-14 | URB-597
546141-08-6
|
$34.00-122.00 | 97.20% | 10g | TargetMol Chemicals Inc. | ||
 |
2021-11-15 | URB597 powder
546141-08-6
|
$18.00 | 1KG | 99% | 500ton/Month | Qiuxian Baitai New Material Co., LTD | |
 |
2020-01-09 | URB597
546141-08-6
|
$2.00 | 1g | 98%min | Career Henan Chemical Co |
-
- URB-597
546141-08-6
- $34.00-122.00
- 97.20%
- TargetMol Chemicals Inc.
-
- URB597 powder
546141-08-6
- $18.00
- 99%
- Qiuxian Baitai New Material Co., LTD
-
- URB597
546141-08-6
- $2.00
- 98%min
- Career Henan Chemical Co
