RB-120 (benzyl (2S)-2-{[(2S)-2-({[(2S)-2-amino-4-methylsulfanylbutyl]disulfanyl}methyl)-3-phenylpropanoyl]amino}propanoate) is an orally active analog of the drug RB-101.[1] It acts as an enkephalinase inhibitor, which is used in scientific research. Via intravenous administration, it is approximately three times as potent as RB-101 or twice as potent as the isolated (S,S) isomer of RB101. However, via i.p. administration it is approximately twice as potent as racemic RB-101 and about as potent as the isolated (S,S) isomer of RB101. During i.v. administration RB120 is approximately twice as weak as morphine in terms of analgesia; however, it is 16x weaker during i.p. and p.o. administration.[1]
RB 120 produces a significant dose-dependent antinociceptive response in the rat tail-flick test at 10 and 25 min after i.v. administration, at doses of 12.5, 25 and 50 mg/kg.[1]
The analgesic effect occurred with a slower onset compared to typical IV opioids likely due to the fact that, following enkephalinase inhibition, it may take some time for endogenous enkephalin to accumulate without degradation until sufficient concentration is reached for analgesic effect, whereas for opioids, onset only requires entry into the brain via the blood–brain barrier which occurs rapidly for lipophilic molecules, and binding to the opioid receptor produces a near-instantaneous G-protein mediated response and production of second messenger, without need for de novo synthesis of any neurotransmitters.
Referencesedit
^ abcNoble F, Smadja C, Valverde O, Maldonado R, Coric P, Turcaud S, et al. (December 1997). "Pain-suppressive effects on various nociceptive stimuli (thermal, chemical, electrical and inflammatory) of the first orally active enkephalin-metabolizing enzyme inhibitor RB 120". Pain. 73 (3): 383–91. doi:10.1016/S0304-3959(97)00125-5. PMID 9469529. S2CID 35842551.
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benzyl, amino, methylsulfanylbutyl, disulfanyl, methyl, phenylpropanoyl, amino, propanoate, orally, active, analog, drug, acts, enkephalinase, inhibitor, which, used, scientific, research, intravenous, administration, approximately, three, times, potent, twice. RB 120 benzyl 2S 2 2S 2 2S 2 amino 4 methylsulfanylbutyl disulfanyl methyl 3 phenylpropanoyl amino propanoate is an orally active analog of the drug RB 101 1 It acts as an enkephalinase inhibitor which is used in scientific research Via intravenous administration it is approximately three times as potent as RB 101 or twice as potent as the isolated S S isomer of RB101 However via i p administration it is approximately twice as potent as racemic RB 101 and about as potent as the isolated S S isomer of RB101 During i v administration RB120 is approximately twice as weak as morphine in terms of analgesia however it is 16x weaker during i p and p o administration 1 RB 120IdentifiersIUPAC name N S 2 benzyl 3 S 2 amino 4 methylthio butyldithio 1 oxopropyl l alanine benzyl esterPubChem CID54470354Chemical and physical dataFormulaC 25H 34N 2O 3S 3Molar mass506 74 g mol 13D model JSmol Interactive imageSMILES C C H C O OCC1 CC CC C1 NC O C H CC2 CC CC C2 CSSC C H CCSC NInChI InChI 1S C25H34N2O3S3 c1 19 25 29 30 16 21 11 7 4 8 12 21 27 24 28 22 15 20 9 5 3 6 10 20 17 32 33 18 23 26 13 14 31 2 h3 12 19 22 23H 13 18 26H2 1 2H3 H 27 28 t19 22 23 m0 s1Key XHWYFTNNIZGHRW PMOQBDJRSA NDosage editRB 120 produces a significant dose dependent antinociceptive response in the rat tail flick test at 10 and 25 min after i v administration at doses of 12 5 25 and 50 mg kg 1 The analgesic effect occurred with a slower onset compared to typical IV opioids likely due to the fact that following enkephalinase inhibition it may take some time for endogenous enkephalin to accumulate without degradation until sufficient concentration is reached for analgesic effect whereas for opioids onset only requires entry into the brain via the blood brain barrier which occurs rapidly for lipophilic molecules and binding to the opioid receptor produces a near instantaneous G protein mediated response and production of second messenger without need for de novo synthesis of any neurotransmitters References edit a b c Noble F Smadja C Valverde O Maldonado R Coric P Turcaud S et al December 1997 Pain suppressive effects on various nociceptive stimuli thermal chemical electrical and inflammatory of the first orally active enkephalin metabolizing enzyme inhibitor RB 120 Pain 73 3 383 91 doi 10 1016 S0304 3959 97 00125 5 PMID 9469529 S2CID 35842551 nbsp This pharmacology related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title RB 120 amp oldid 1157194326, wikipedia, wiki, book, books, library,
