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SC-17599

SC-17599 is a steroid derivative drug discovered in 1968 which acts as a selective μ-opioid receptor agonist, with little or no affinity for the δ-opioid or κ-opioid receptors. It is an active analgesic in vivo, more potent than codeine or pethidine but slightly less potent than morphine, [1] and produces similar effects to morphine in animals but with less sedation[2][3]

SC-17599
Clinical data
Other namesSC-17599; 17α-Acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxypregna-3,5-dien-20-one; [(8R,9S,10R,13S,14S,17R)-6-(dimethylaminomethyl)-3-ethoxy-17-(2-fluoroacetyl)-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate
Legal status
Legal status
  • In general: legal
Identifiers
  • 6-[(dimethylamino)methyl]-3-ethoxy-21-fluoro-20-oxopregna-3,5-dien-17-yl acetate
PubChem CID
  • 10436424
ChemSpider
  • 8611848 N
Chemical and physical data
FormulaC28H42FNO4
Molar mass475.645 g·mol−1
3D model (JSmol)
  • Interactive image
  • FCC(=O)[C@@]1(OC(=O)C)CC[C@H]2[C@H]4[C@H](CC[C@]12C)[C@@]3(C(\C=C(\OCC)CC3)=C(\CN(C)C)C4)C
  • InChI=1S/C28H42FNO4/c1-7-33-20-8-11-26(3)22-9-12-27(4)23(10-13-28(27,25(32)16-29)34-18(2)31)21(22)14-19(17-30(5)6)24(26)15-20/h15,21-23H,7-14,16-17H2,1-6H3/t21-,22+,23+,26-,27+,28+/m1/s1 N
  • Key:ZPVGJKVIJYUOCI-ORZTVLAMSA-N N
 NY (what is this?)  (verify)

See also edit

References edit

  1. ^ Craig CR (1968). "Analgetic Activity and Other Pharmacological Properties of a Steroid; 17α-acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxypregna-3,5-dien-20-one Hydrochloride (SC17599)". Journal of Pharmacology and Experimental Therapeutics. 164 (2): 371–379. PMID 5699098.
  2. ^ McFadyen IJ, Houshyar H, Liu-Chen LY, Woods JH, Traynor JR (October 2000). "The steroid 17alpha-acetoxy-6-dimethylaminomethyl-21-fluoro-3-ethoxy-pregna-3, 5-dien-20-one (SC17599) is a selective mu-opioid agonist: implications for the mu-opioid pharmacophore". Molecular Pharmacology. 58 (4): 669–76. doi:10.1124/mol.58.4.669. PMID 10999935.
  3. ^ Houshyar H, Mc Fadyen IJ, Woods JH, Traynor JR (April 2000). "Antinociceptive and other behavioral effects of the steroid SC17599 are mediated by the mu-opioid receptor". European Journal of Pharmacology. 395 (2): 121–8. doi:10.1016/s0014-2999(00)00176-x. PMID 10794817.


17599, steroid, derivative, drug, discovered, 1968, which, acts, selective, opioid, receptor, agonist, with, little, affinity, opioid, opioid, receptors, active, analgesic, vivo, more, potent, than, codeine, pethidine, slightly, less, potent, than, morphine, p. SC 17599 is a steroid derivative drug discovered in 1968 which acts as a selective m opioid receptor agonist with little or no affinity for the d opioid or k opioid receptors It is an active analgesic in vivo more potent than codeine or pethidine but slightly less potent than morphine 1 and produces similar effects to morphine in animals but with less sedation 2 3 SC 17599Clinical dataOther namesSC 17599 17a Acetoxy 6 dimethylaminomethyl 21 fluoro 3 ethoxypregna 3 5 dien 20 one 8R 9S 10R 13S 14S 17R 6 dimethylaminomethyl 3 ethoxy 17 2 fluoroacetyl 10 13 dimethyl 1 2 7 8 9 11 12 14 15 16 decahydrocyclopenta a phenanthren 17 yl acetateLegal statusLegal statusIn general legalIdentifiersIUPAC name 6 dimethylamino methyl 3 ethoxy 21 fluoro 20 oxopregna 3 5 dien 17 yl acetatePubChem CID10436424ChemSpider8611848 NChemical and physical dataFormulaC 28H 42F N O 4Molar mass475 645 g mol 13D model JSmol Interactive imageSMILES FCC O C 1 OC O C CC C H 2 C H 4 C H CC C 12C C 3 C C C OCC CC3 C CN C C C4 CInChI InChI 1S C28H42FNO4 c1 7 33 20 8 11 26 3 22 9 12 27 4 23 10 13 28 27 25 32 16 29 34 18 2 31 21 22 14 19 17 30 5 6 24 26 15 20 h15 21 23H 7 14 16 17H2 1 6H3 t21 22 23 26 27 28 m1 s1 NKey ZPVGJKVIJYUOCI ORZTVLAMSA N N N Y what is this verify See also editCyproterone acetateReferences edit Craig CR 1968 Analgetic Activity and Other Pharmacological Properties of a Steroid 17a acetoxy 6 dimethylaminomethyl 21 fluoro 3 ethoxypregna 3 5 dien 20 one Hydrochloride SC17599 Journal of Pharmacology and Experimental Therapeutics 164 2 371 379 PMID 5699098 McFadyen IJ Houshyar H Liu Chen LY Woods JH Traynor JR October 2000 The steroid 17alpha acetoxy 6 dimethylaminomethyl 21 fluoro 3 ethoxy pregna 3 5 dien 20 one SC17599 is a selective mu opioid agonist implications for the mu opioid pharmacophore Molecular Pharmacology 58 4 669 76 doi 10 1124 mol 58 4 669 PMID 10999935 Houshyar H Mc Fadyen IJ Woods JH Traynor JR April 2000 Antinociceptive and other behavioral effects of the steroid SC17599 are mediated by the mu opioid receptor European Journal of Pharmacology 395 2 121 8 doi 10 1016 s0014 2999 00 00176 x PMID 10794817 nbsp This analgesic related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title SC 17599 amp oldid 1205030318, wikipedia, wiki, book, books, library,

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