URB597

ChemicalBook > CAS DataBase List > URB597

Description In vitro In vivo

Product Name: URB597
CAS No.: 546141-08-6
Chemical Name: URB597
Synonyms: URB597;CS-115;KDS 4103;URB 597 NEW;URB597 powder;URB 597, >=98%;FAAH inhibitor;APD597(URB597);URB597 USP/EP/BP;FAAH INHIBITOR II
CBNumber: CB4331788
Molecular Formula: C20H22N2O3
Formula Weight: 338.4
MOL File: 546141-08-6.mol

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URB597 Property

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.

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Safety

Hazard Codes: N
Risk Statements: 50/53
Safety Statements: 22-24/25-60-61
RIDADR: UN 3077 9/PG 3
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: U4133
Product name: URB597
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $132
Updated: 2024/03/01

Sigma-Aldrich

Product number: 341249
Product name: FAAH Inhibitor II
Packaging: 5mg
Price: $96.4
Updated: 2023/01/07

Cayman Chemical

Product number: 10046
Product name: URB597
Purity: >98%
Packaging: 5mg
Price: $40
Updated: 2024/03/01

Cayman Chemical

Product number: 10046
Product name: URB597
Purity: >98%
Packaging: 10mg
Price: $76
Updated: 2024/03/01

Sigma-Aldrich

Product number: U4133
Product name: URB597
Purity: ≥98% (HPLC), powder
Packaging: 25mg
Price: $443
Updated: 2024/03/01

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URB597 Chemical Properties,Usage,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.1?Produces cannabinoid CB1 and CB2 receptor-mediated analgesia in inflammatory pain states without causing side effects associated with cannabinoid receptor activation.2?Attenuates the anxiolytic-like effect of acetaminophen in a mouse model.3?Exerts anti-inflammatory effects in rat hippocampus and ameliorates age-related deficits.4?Off target effects of URB-597: Reduces tyrosine hydroxylase expression.5 Improves cognitive?impairment 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) Piomelli et al. (2006), Pharmacological profile of the selective FAAH inhibitor KDS-4103 (URB597); CNS Drugs Rev., 12 21 2) Jayamanne et al. (2006), Actions of the FAAH inhibitor URB597 in neuropathic and inflammatory chronic pain models; Br. J. Pharmacol., 147 281 3) Zaitone et al. (2012), Inhibition of fatty acid amide hydrolase by URB597 attenuates the anxiolytic-like effect of acetaminophen in the mouse elevated plus-maze test; Behav. Pharmacol., 23 417 4) Murphy et al. (2012), 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; Neuroinflammation, 9 79 5) Bosier et al. (2013), The FAAH inhibitor URB597 efficiently reduces tyrosine hydroxylase expression through CB- and FAAH-independent mechanisms; Br. J. Pharmacol., 169 794 6) Wang et al. (2017), URB597 improves cognitive impairment induced by chronic cerebral hypoperfusion by inhibiting mTOR-dependent autophagy; Neuroscience, 344 293

URB597 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from URB597 manufacturers

Qiuxian Baitai New Material Co., LTD

Product: URB597 powder 546141-08-6
Price: US $18.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500ton/Month
Release date: 2021-07-29

Career Henan Chemical Co

Product: URB597 546141-08-6
Price: US $2.00/KG
Min. Order: 1g
Purity: 98%min
Supply Ability: ask
Release date: 2020-01-08

546141-08-6, URB597Related Search:

URB937 MK-886 C2 DIHYDROCERAMIDE Palmitoylethanolamide NAGLY URICASE URACIL-5-BORONIC ACID Selumetinib PF-562271 Quizartinib (AC220) GSK256066 SGX-523 Tofacitinib URB597 3-(3-METHOXYPHENYL)BENZALDEHYDE

N-Cyclohexylcarbamic acid 3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester

3'-CarbaMoyl-[1,1'-biphenyl]-3-yl cyclohexylcarbaMate

N-cyclohexylcarbamic acid [3-(3-carbamoylphenyl)phenyl] ester

URB 597 NEW

FAAH inhibitor

KDS-4103;URB-597;FAAH INHIBITOR II

3-(3-carbaMoylphenyl)phenyl N-cyclohexylcarbaMate

KDS 4103 N-Cyclohexylcarbamic acid 3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester

N-Cyclohexylcarbamic acid 3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester URB 597 KDS 4103

URB 597, >=98%

CarbaMic acid,N-cyclohexyl-, 3'-(aMinocarbonyl)[1,1'-biphenyl]-3-yl ester

APD597(URB597)

FAAH INHIBITOR II

CYCLOHEXYLCARBAMIC ACID 3'-CARBAMOYL-BIPHENYL-3-YL ESTER

3'-CARBAMOYL-BIPHENYL-3-YL-CYCLOHEXYLCARBAMATE

URB597

(3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl)-cyclohexylcarbamate

KDS 4103

FAAH Inhibitor II - CAS 546141-08-6 - Calbiochem

CS-115

URB597; KDS-4103; URB 597; KDS 4103; KDS4103

Cyclohexylcarbamic acid 3'-(Aminocarbonyl)-[1,1'-biphenyl]-3-yl ester

URB597 USP/EP/BP

URB597 powder

URB597 (KDS-4103)

TIANFU-CHEM URB597 546141-08-6

FAAH Inhibitor II URB597 URB-597

3'-(Aminocarbonyl)[1,1'-biphenyl]-3-yl N-cyclohexylcarbamate

KDS4103,KDS-4103/URB597

3'-Carbamoyl-[1,1'-biphenyl]-3-yl cyclohexylcarbamate

3'-(Aminocarbonyl)[1,1'-biphenyl]-3-yl N-cyclohexylcarbamate

N-Cyclohexylcarbamic acid 3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester

3’-(3-aminocarbonyl)[1,1’-biphenyl]-3-yl)-cyclohexylcarbamat

546141-08-6

C20H22N2O3

Pharmaceutical intermediate

Inhibitors

HFC80014

Inhibitor

Chemical for Research

Research Chemical