Eprinomectin Explained

Drug Name:Eprinomectin B1a
Width:250
Tradename:Eprinex
Dailymedid:Eprinomectin
Routes Of Administration:Topical
Atcvet:yes
Atc Prefix:P54
Atc Suffix:AA04
Legal Us:OTC
Legal Us Comment:[1]
Bioavailability:29%
Protein Bound:>99%
Onset:24 hours
Elimination Half-Life:8–36 days
Duration Of Action:7–10 days
Excretion:Feces (17–19.8%), urine (0.35%), milk (0.32–0.54%)[2]
Cas Number:133305-88-1
Pubchem:6444397
Chemspiderid:16736607
Unii:00OY54D31C
Kegg:D04037
Synonyms:MK-397, 4"-epi-acetylamino-4"-deoxy-avermectin B1a
(4"R)-4"-(acetylamino)-5-O-demethyl-4"-deoxyavermectin A1a
Iupac Name:N-[(2S,3R,4S,6S)-6-[(2S,3S,4S,6R)-6-[(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxospiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]acetamide
C:50
H:75
N:1
O:14
Smiles:CC[C@H](C)[C@@H]1[C@H](C=C[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@@H](O7)C)NC(=O)C)OC)OC)\C)C
Stdinchi:1S/C50H75NO14/c1-12-26(2)45-29(5)18-19-49(65-45)24-36-21-35(64-49)17-16-28(4)44(27(3)14-13-15-34-25-58-47-43(53)30(6)20-37(48(54)61-36)50(34,47)55)62-41-23-39(57-11)46(32(8)60-41)63-40-22-38(56-10)42(31(7)59-40)51-33(9)52/h13-16,18-20,26-27,29,31-32,35-47,53,55H,12,17,21-25H2,1-11H3,(H,51,52)/b14-13+,28-16+,34-15+/t26-,27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43+,44-,45+,46-,47+,49+,50+/m0/s1
Stdinchikey:ZKWQQXZUCOBISE-CRTGXIDZSA-N
Drug Name:Eprinomectin B1b
Width:239
Cas Number:133305-89-2
Atcvet:y
Atc Prefix:P54
Atc Suffix:AA04
Pubchem:20055319
Chemspiderid:16736608
Unii:31OML2QZ0Q
Kegg:D04037
Synonyms:4"-epi-acetylamino-4"-deoxy-avermectin B1b
Iupac Name:N-[(2S,3R,4S,6S)-6-[(2S,3S,4S,6R)-6-[(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxo-2-propan-2-ylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]acetamide
C:49
H:73
N:1
O:14
Smiles:C[C@H]1/C=C/C=C/2\CO[C@H]3[C@@]2([C@@H](C=C([C@H]3O)C)C(=O)O[C@H]4C[C@@H](C/C=C(/[C@H]1O[C@H]5C[C@@H]([C@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@@H](O6)C)NC(=O)C)OC)OC)\C)O[C@]7(C4)C=C[C@@H]([C@H](O7)C(C)C)C)O
Stdinchi:1S/C49H73NO14/c1-25(2)43-28(5)17-18-48(64-43)23-35-20-34(63-48)16-15-27(4)44(26(3)13-12-14-33-24-57-46-42(52)29(6)19-36(47(53)60-35)49(33,46)54)61-40-22-38(56-11)45(31(8)59-40)62-39-21-37(55-10)41(30(7)58-39)50-32(9)51/h12-15,17-19,25-26,28,30-31,34-46,52,54H,16,20-24H2,1-11H3,(H,50,51)/b13-12+,27-15+,33-14+/t26-,28-,30-,31-,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44-,45-,46+,48+,49+/m0/s1
Stdinchikey:WPNHOHPRXXCPRA-FZTOWWROSA-N

Eprinomectin is an avermectin used as a veterinary topical endectocide.[3] It is a mixture of two chemical compounds, eprinomectin B1a and B1b.[4]

References

  1. Web site: Eprinex Pour-On For Beef And Dairy Cattle- eprinomectin solution . DailyMed . 28 February 2022 . 16 March 2023.
  2. News: Committee for Veterinary Medicinal Products: Eprinomectin . The European Agency for the Evaluation of Medicinal Products . June 1996 . 2020-05-24 .
  3. Shoop WL, Egerton JR, Eary CH, Haines HW, Michael BF, Mrozik H, Eskola P, Fisher MH, Slayton L, Ostlind DA, Skelly BJ, Fulton RK, Barth D, Costa S, Gregory LM, Campbell WC, Seward RL, Turner MJ . 6 . Eprinomectin: a novel avermectin for use as a topical endectocide for cattle . International Journal for Parasitology . 26 . 11 . 1237–42 . November 1996 . 9024867 . 10.1016/s0020-7519(96)00123-3 .
  4. Web site: UNII - 75KP30FD8O . U.S. Food and Drug Administration . 16 March 2023.