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{{Short description|Chemical compound}}
{{drugbox | verifiedrevid = 399912212
{{Drugbox
|
| verifiedrevid = 447193442
| IUPAC_name = (1<nowiki>'</nowiki>''R'',2''S'',4<nowiki>'</nowiki>''S'',5''S'',6''R'',8<nowiki>'</nowiki>''R'',10<nowiki>'</nowiki>''E'',12<nowiki>'</nowiki>''R'',13<nowiki>'</nowiki>''S'',14<nowiki>'</nowiki>''E'',20<nowiki>'</nowiki>''R'',21<nowiki>'</nowiki>''R'',24<nowiki>'</nowiki>''S'')-6-cyclohexyl-21',24'-dihydroxy-12'-{[(2''R'',4''S'',5''S'',6''S'')-5-{[(2''S'',4''S'',5''S'',6''S'')-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.1<sup>4,8</sup>.0<sup>20,24</sup>]pentacosane]-10',14',16',22'-tetraen-2'-one
| image = Doramectin.svg
| image = Doramectin.svg
| width = 300
| width = 300
| alt =
| image2 = Doramectin2.png
| image2 = Doramectin2.png
| width2 = 250
| width2 = 250
| alt2 =

<!-- Clinical data -->
| pronounce =
| tradename = Dectomax, others
| Drugs.com = {{drugs.com|international|doramectin}}
| MedlinePlus =
| DailyMedID = Doramectin
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU_comment =
| pregnancy_category =
| routes_of_administration = [[Subcutaneous administration|Subcutaneous]], [[intramuscular]], [[Topical administration|topical]]
| class =
| ATCvet = yes
| ATC_prefix = P54
| ATC_suffix = AA03
| ATC_supplemental =

| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = OTC
| legal_US_comment = for animals<ref name="Dectomax FDA label">{{cite web | title=Dectomax- doramectin injection, solution | website=DailyMed | date=13 September 2022 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=44b8a743-4f00-457a-8b7e-5f3a557c04f1 | access-date=25 January 2023}}</ref><ref name="Dectomax Pour-On FDA label">{{cite web | title=Dectomax Pour-On- doramectin solution | website=DailyMed | date=5 August 2022 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=ec6ff537-4773-432d-86db-7ba767769c80 | access-date=25 January 2023}}</ref><ref name="FDA DectoGard">{{cite web | title=FDA Approves First Generic Doramectin for Use in Cattle | website=U.S. [[Food and Drug Administration]] (FDA) | date=11 January 2023 | url=https://www.fda.gov/animal-veterinary/cvm-updates/fda-approves-first-generic-doramectin-topical-solution-treatment-certain-parasites-cattle | access-date=25 January 2023}}</ref>
| legal_status =

<!-- Pharmacokinetic data -->
| bioavailability =
| protein_bound =
| metabolism =
| metabolites =
| onset =
| elimination_half-life =
| duration_of_action =
| excretion =

<!-- Identifiers -->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 117704-25-3
| PubChem = 9832750
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 8008478
| ChemSpiderID = 8008478
| UNII_Ref = {{fdacite|correct|FDA}}
| InChI = 1/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1
| UNII = KGD7A54H5P
| InChIKey = QLFZZSKTJWDQOS-YDBLARSUBH
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01129
| synonyms = {{plainlist|1=
*25-cyclohexylavermectin B1,
*25-cyclohexyl-25-de(l-methylpropyl)avermectin B1a,
*25-cyclohexyl-5-O-demethyl-25-de(l-methylpropyl)avermectin A1a}}
<!--Chemical data-->
| IUPAC_name = (1<nowiki>'</nowiki>''R'',2''S'',4<nowiki>'</nowiki>''S'',5''S'',6''R'',8<nowiki>'</nowiki>''R'',10<nowiki>'</nowiki>''E'',12<nowiki>'</nowiki>''R'',13<nowiki>'</nowiki>''S'',14<nowiki>'</nowiki>''E'',20<nowiki>'</nowiki>''R'',21<nowiki>'</nowiki>''R'',24<nowiki>'</nowiki>''S'')-6-cyclohexyl-21',24'-dihydroxy-12'-<nowiki/>{[(2''R'',4''S'',5''S'',6''S'')-5-<nowiki/>{[(2''S'',4''S'',5''S'',6''S'')-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.1<sup>4,8</sup>.0<sup>20,24</sup>]pentacosane]-10',14',16',22'-tetraen-2'-one
| C=50 | H=74 | O=14
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1
| StdInChI = 1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QLFZZSKTJWDQOS-YDBLARSUSA-N
| StdInChIKey = QLFZZSKTJWDQOS-YDBLARSUSA-N
| CAS_number = 117704-25-3
| ATCvet = yes
| ATC_prefix = P54
| ATC_suffix = AA03
| PubChem = 9832750
| DrugBank =
| C=50 | H=74 | O=14
| molecular_weight = 899.114
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category=
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status = Veterinary use only
| routes_of_administration = Injection, Topical and Oral
}}
}}


'''Doramectin''' ('''Dectomax''') is a [[veterinary]] drug approved by the [[Food and Drug Administration]] (FDA) for the treatment of parasites such as gastrointestinal [[roundworm]]s, [[lungworm]]s, [[eyeworm]]s, [[grub]]s, [[sucking lice]] and [[mange mite]]s in cattle.<ref>Pfizer Animal Health. [http://www.pfizerah.com/product_overview.asp?drug=DT&country=US&Lang=EN&species=BF "DECTOMAX Injectable."] Last accessed July 14, 2007.</ref>
'''Doramectin''', sold under the brand name '''Dectomax''' among others, is a [[veterinary medication]] approved by the US [[Food and Drug Administration]] (FDA) for the treatment of parasites such as gastrointestinal [[roundworm]]s, [[lungworm]]s, [[eyeworm]]s, [[Larva|grub]]s, [[sucking lice]], and [[mange mite]]s in cattle.<ref name="Dectomax FDA label" /><ref name="Dectomax Pour-On FDA label" /> It is available as a [[generic medication]].<ref name="FDA DectoGard" /> It is available as a combination with [[levamisole]] under the brand name Valcor.<ref name="Valcor FDA label">{{cite web | title=Animal Drugs @ FDA | website=animaldrugsatfda.fda.gov | url=https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-553 | access-date=25 January 2023}}</ref>


It is used for the treatment and control of internal parasitosis (gastrointestinal and pulmonary nematodes), ticks and mange (and other ectoparasites). Doramectin is a derivative of [[ivermectin]]. Its spectrum includes: [[Haemonchus]] spp., [[Ostertagia]] spp., [[Trichostrongylus]] spp., [[Cooperia]] spp., [[Oesophagostomum]] spp., [[Dyctiocaulus viviparus]], [[Dermatobia hominis]], [[Boophilus microplus]], [[Psoroptes bovis]], among many other internal and external parasites.
It is used for the treatment and control of internal parasitosis (gastrointestinal and pulmonary nematodes), ticks and mange (and other ectoparasites). Doramectin is a derivative of [[avermectin]]. Similarly to other drugs of this family, it is produced by fermentation by selected strains of ''[[Streptomyces avermitilis]]'' followed by chemical modification.<ref name="Dectomax FDA label" /><ref name="Dectomax Pour-On FDA label" /><ref name="pmid8236738">{{cite journal | vauthors = Goudie AC, Evans NA, Gration KA, Bishop BF, Gibson SP, Holdom KS, Kaye B, Wicks SR, Lewis D, Weatherley AJ | display-authors = 6 | title = Doramectin--a potent novel endectocide | journal = Veterinary Parasitology | volume = 49 | issue = 1 | pages = 5–15 | date = July 1993 | pmid = 8236738 | doi = 10.1016/0304-4017(93)90218-c }}</ref> Its spectrum includes: ''[[Haemonchus]], [[Ostertagia]], [[Trichostrongylus]], [[Cooperia (nematode)|Cooperia]]'', and ''[[Oesophagostomum]]'' species and ''[[Dictyocaulus viviparus]]'', ''[[Dermatobia hominis]], [[Boophilus microplus]]'', and ''[[Psoroptes bovis]]'', among many other internal and external parasites. It is available as an [[Injection (medicine)|injection]] and as a [[topical]] solution.<ref name="Dectomax FDA label" /><ref name="Dectomax Pour-On FDA label" />
It is available in 2 dosage forms: as an [[Injection (medicine)|injection]] and as a 5&nbsp;mg/ml [[topical]] solution.


== Society and culture ==
Doramectin is also marketed in many Latin-American and some Asia and Africa countries as '''Doramec L.A.''' (manufactured by [[Agrovet Market Animal Health]]<ref>[http://www.agrovetmarket.com/ViewCatalogUI.aspx?.language=2&.product=73 Agrovet Market Animal Health-Doramec L.A.]</ref>) in an 1% Doramectin Long Acting Injectable Solution for [[cattle]], [[sheep]], [[swine]]<ref name="Agrovet Market Animal Health - Peru">[http://www.agrovetmarket.com Agrovet Market Animal Health]</ref> and others. Its oleous carrier confers to Doramec L.A. a slow and prolonged liberation, extending its action up to 42 days.
=== Legal status ===
In November 2024, the FDA approved doramectin (brand name Doracide) for the treatment and control of gastrointestinal roundworms, lungworms, eyeworms, grubs, biting and sucking lice, horn flies, and mange mites in cattle.<ref name="Recent Animal Drug Approvals">{{cite web | title=Recent Animal Drug Approvals | website=U.S. [[Food and Drug Administration]] (FDA) | date=2 December 2024 | url=https://www.fda.gov/animal-veterinary/approved-animal-drug-products-green-book/recent-animal-drug-approvals | access-date=21 December 2024 }} {{PD-notice}}</ref><ref>https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/16286</ref>


=== Brand names ===
Doramectin is also available for [[horse]]s<ref name="Agrovet Market Animal Health - Peru"/> as an oral flavored bioadhesive gel under the name '''Doraquest L.A. Oral Gel'''.<ref>[http://www.agrovetmarket.com/ViewCatalogUI.aspx?.language=2&.product=108 Agrovet Market Animal Health-Doraquest L.A. Oral Gel]</ref> It can be used to control and treat internal parasites as roundworms, lungworms and some external parasites.
Doramectin is marketed under the brand name Doramec L.A. for cattle, sheep, and swine.


Doramectin is available for horses as an oral, flavored, bioadhesive gel under the name Doraquest L.A. Oral Gel. It can be used to control and treat internal parasites as roundworms, lungworms and some external parasites.
==References==
<references/>


== References ==
[[Category:Anthelmintics]]
{{reflist}}


{{Endectocides}}
[[de:Doramectin]]

[[zh:多拉菌素]]
[[Category:Anthelmintics]]
[[Category:Veterinary drugs]]

Latest revision as of 06:33, 21 December 2024

Doramectin
Clinical data
Trade namesDectomax, others
Other names
  • 25-cyclohexylavermectin B1,
  • 25-cyclohexyl-25-de(l-methylpropyl)avermectin B1a,
  • 25-cyclohexyl-5-O-demethyl-25-de(l-methylpropyl)avermectin A1a
AHFS/Drugs.comInternational Drug Names
License data
Routes of
administration		Subcutaneous, intramuscular, topical
ATCvet code
Legal status
Legal status
Identifiers
  • (1'R,2S,4'S,5S,6R,8'R,10'E,12'R,13'S,14'E,20'R,21'R,24'S)-6-cyclohexyl-21',24'-dihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.123.125 Edit this at Wikidata
Chemical and physical data
FormulaC50H74O14
Molar mass899.128 g·mol−1
  • InChI=1S/C50H74O14/c1-27-13-12-16-34-26-57-47-42(51)30(4)21-37(50(34,47)54)48(53)60-36-22-35(63-49(25-36)20-19-29(3)45(64-49)33-14-10-9-11-15-33)18-17-28(2)44(27)61-41-24-39(56-8)46(32(6)59-41)62-40-23-38(55-7)43(52)31(5)58-40/h12-13,16-17,19-21,27,29,31-33,35-47,51-52,54H,9-11,14-15,18,22-26H2,1-8H3/b13-12+,28-17+,34-16+/t27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44-,45-,46-,47+,49+,50+/m0/s1 checkY
  • Key:QLFZZSKTJWDQOS-YDBLARSUSA-N checkY
  (verify)

Doramectin, sold under the brand name Dectomax among others, is a veterinary medication approved by the US Food and Drug Administration (FDA) for the treatment of parasites such as gastrointestinal roundworms, lungworms, eyeworms, grubs, sucking lice, and mange mites in cattle.[1][2] It is available as a generic medication.[3] It is available as a combination with levamisole under the brand name Valcor.[4]

It is used for the treatment and control of internal parasitosis (gastrointestinal and pulmonary nematodes), ticks and mange (and other ectoparasites). Doramectin is a derivative of avermectin. Similarly to other drugs of this family, it is produced by fermentation by selected strains of Streptomyces avermitilis followed by chemical modification.[1][2][5] Its spectrum includes: Haemonchus, Ostertagia, Trichostrongylus, Cooperia, and Oesophagostomum species and Dictyocaulus viviparus, Dermatobia hominis, Boophilus microplus, and Psoroptes bovis, among many other internal and external parasites. It is available as an injection and as a topical solution.[1][2]

Society and culture

[edit]
[edit]

In November 2024, the FDA approved doramectin (brand name Doracide) for the treatment and control of gastrointestinal roundworms, lungworms, eyeworms, grubs, biting and sucking lice, horn flies, and mange mites in cattle.[6][7]

Brand names

[edit]

Doramectin is marketed under the brand name Doramec L.A. for cattle, sheep, and swine.

Doramectin is available for horses as an oral, flavored, bioadhesive gel under the name Doraquest L.A. Oral Gel. It can be used to control and treat internal parasites as roundworms, lungworms and some external parasites.

References

[edit]
  1. ^ a b c d "Dectomax- doramectin injection, solution". DailyMed. 13 September 2022. Retrieved 25 January 2023.
  2. ^ a b c d "Dectomax Pour-On- doramectin solution". DailyMed. 5 August 2022. Retrieved 25 January 2023.
  3. ^ a b "FDA Approves First Generic Doramectin for Use in Cattle". U.S. Food and Drug Administration (FDA). 11 January 2023. Retrieved 25 January 2023.
  4. ^ "Animal Drugs @ FDA". animaldrugsatfda.fda.gov. Retrieved 25 January 2023.
  5. ^ Goudie AC, Evans NA, Gration KA, Bishop BF, Gibson SP, Holdom KS, et al. (July 1993). "Doramectin--a potent novel endectocide". Veterinary Parasitology. 49 (1): 5–15. doi:10.1016/0304-4017(93)90218-c. PMID 8236738.
  6. ^ "Recent Animal Drug Approvals". U.S. Food and Drug Administration (FDA). 2 December 2024. Retrieved 21 December 2024. Public Domain This article incorporates text from this source, which is in the public domain.
  7. ^ https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/16286
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