
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 100929-99-5 |
| Catalog No. | 2A-1184500 |
| Chinese Name | 苯丙氨酸-精氨酸-Β-萘胺 |
| Synonyms | 2-(2-amino-3-phenylpropanamido)-5-carbamimidamido-N-(naphthalen-2-yl)pentanamide hydrochloride; Phe-Arg-β-naphthylamide; PAβN (dihydrochloride) |
| Molecular Formula | C25H32Cl2N6O2 |
| Molecular Weight | 519.47 |
| Storage Condition | 2-8℃ |
| Application | PAβN dihydrochloride (MC-207110 dihydrochloride) is an inhibitor of efflux pumps. |
| PubChem ID | 24898508 |
| MDL Number | MFCD00058046 |
| SMILES | Cl.Cl.NC(N)=NCCCC(NC(=O)C(N)Cc1ccccc1)C(=O)Nc1ccc2ccccc2c1 |
| InChI | InChI=1S/C25H30N6O2.ClH/c26-21(15-17-7-2-1-3-8-17)23(32)31-22(11-6-14-29-25(27)28)24(33)30-20-13-12-18-9-4-5-10-19(18)16-20;/h1-5,7-10,12-13,16,21-22H,6,11,14-15,26H2,(H,30,33)(H,31,32)(H4,27,28,29);1H |
| InChI Key | MRUMOHLDHMZGMS-IXOXMDGESA-N |
| NACRES Code | NA.32 |
| UNSPSC | 12352204 |
| Hazard Symbols | transportation |
| Bioactivity | PAβN dihydrochloride (MC-207110 dihydrochloride) is an efflux pump inhibitor. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection In Vitro PAβN increases the susceptibilities of the three pump-overexpressing mutants of P. aeruginosa to levofloxacin 64-fold. PAβN also potentiates the activity of levofloxacin against strain PAM2391 containing plasmid pAGH97 with the mexXY genes and against wild-type strain PAM1020. PAβN has an effect on susceptibilities to other antibiotics that are substrates of efflux pumps. PAβN increases levels of accumulation of efflux pump substrates inside the cell. It enhances the activity of levofloxacin against clinical isolates of P. aeruginosa[1]. PAβN reduces the MICs in nine ciprofloxacin-resistant isolates, and in four of these, PAβN increases the susceptibility by twofold. Moreover, PAβN restores ciprofloxacin susceptibility in five of the ciprofloxacin-resistant isolates. In addition, clear effects of NMP on the ciprofloxacin MICs are seen for 20 of these ciprofloxacin-resistant isolates[2]. PAβN permeabilizes bacterial membranes in a concentration-dependent manner at levels below those typically used in combination studies, and this additional mode of action should be considered when using PAβN as a control for efflux studies[3]. References [1]. Lomovskaya O, et al. Identification and characterization of inhibitors of multidrug resistance efflux pumps in Pseudomonas aeruginosa: novel agents for combination therapy. Antimicrob Agents Chemother. 2001 Jan;45(1):105-16. [2]. Kurinčič M, et al. Effects of efflux pump inhibitors on erythromycin, ciprofloxacin, and tetracycline resistance in Campylobacter spp. isolates. Microb Drug Resist. 2012 Oct;18(5):492-501. [3]. Lamers RP, et al. The efflux inhibitor phenylalanine-arginine beta-naphthylamide (PAβN) permeabilizes the outer membrane of gram-negative bacteria. PLoS One. 2013;8(3):e60666. Chemical & Physical Properties Molecular Formula C25H32Cl2N6O2 Molecular Weight 519.46700 Exact Mass 518.19600 PSA 146.12000 LogP 6.05550 InChIKey MRUMOHLDHMZGMS-IXOXMDGESA-N SMILES Cl.Cl.NC(N)=NCCCC(NC(=O)C(N)Cc1ccccc1)C(=O)Nc1ccc2ccccc2c1 Storage condition 2-8℃ |
| Use of | PAβN dihydrochloride (MC-207110 dihydrochloride) is an efflux pump inhibitor. Properties Name 2-[(2-amino-3-phenylpropanoyl)amino]-5-(diaminomethylideneamino)-N-naphthalen-2-ylpentanamide,hydrochloride Synonym More Synonyms H-Phe-Arg-βNA · 2 HCl Biological Activity Description PAβN dihydrochloride (MC-207110 dihydrochloride) is an efflux pump inhibitor. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection References [1]. Lomovskaya O, et al. Identification and characterization of inhibitors of multidrug resistance efflux pumps in Pseudomonas aeruginosa: novel agents for combination therapy. Antimicrob Agents Chemother. 2001 Jan;45(1):105-16. [2]. Kurinčič M, et al. Effects of efflux pump inhibitors on erythromycin, ciprofloxacin, and tetracycline resistance in Campylobacter spp. isolates. Microb Drug Resist. 2012 Oct;18(5):492-501. [3]. Lamers RP, et al. The efflux inhibitor phenylalanine-arginine beta-naphthylamide (PAβN) permeabilizes the outer membrane of gram-negative bacteria. PLoS One. 2013;8(3):e60666. Chemical & Physical Properties Exact Mass 518.19600 PSA 146.12000 LogP 6.05550 InChIKey MRUMOHLDHMZGMS-IXOXMDGESA-N Storage condition 2-8℃ |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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