Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C12H16N2S.C4H6O6 |
Molecular Weight | 370.421 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1CCCN=C1\C=C\C2=C(C)C=CS2
InChI
InChIKey=GGXQONWGCAQGNA-UUSVNAAPSA-N
InChI=1S/C12H16N2S.C4H6O6/c1-10-6-9-15-11(10)4-5-12-13-7-3-8-14(12)2;5-1(3(7)8)2(6)4(9)10/h4-6,9H,3,7-8H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/b5-4+;/t;1-,2-/m.1/s1
Morantel (1,4,5,6-tetrahydro-1-methyl-2-[2-(3-methyl-2-thienyl)ethenyl pyrimidine) is a
tetrahydro-pyrimidine anthelmintic, differing from the related analogue pyrantel by the presence
of a methyl group on the thiophene ring. Morantel tartrate, manufactured by Pfizer, Inc., was approved in the United
States for use in cattle in 1981, and entered the market in early 1982. Three
formulations have been approved in the United States: RUMATEL®
Medicated Premix-88; RUMATEL Cattle Wormer Bolus, and PARATECT
FLEX™ Diffuser, a sustained release bolus. It is intended to treat roundworms and tapeworms. Morantel is
administered in lactating and non lactating cattle as morantel tartrate as a slow-release bolus
(11.8 g morantel base per animal) or as a single oral dose of 6 to 7.5 mg morantel base/kg bw and
in pigs at a single dose equivalent to 7.5 mg base/kg bw. In sheep, the citrate salt is administered
at a single dose equivalent to 5 to 6 mg morantel base/kg bw. Morantel acts as a potent agonist at the acetylcholine receptors on the muscle cells of nematodes.
Activation of the acetylcholine receptors induces a prolonged, spastic paralysis of the worms and
expulsion from the host. It also been reported to block neurotransmission in vertebrates, to
possess nicotine-like properties and to mimic acetylcholine at receptors in autonomic ganglia,
adrenal medullae and respiratory tissues. Morantel and its salts are not used in human medicines.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: AChE, Heligmosomoides polygyrus Sources: https://www.ncbi.nlm.nih.gov/pubmed/10780168 |
2.96 µM [IC50] | ||
Target ID: CHEMBL1907587 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19587280 |
60.0 µM [EC50] | ||
Target ID: nAChR, Ascaris suum ACR-16 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27995347 |
|||
Target ID: acetylcholine receptors, nematodes |
|||
Target ID: CHEMBL2492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19506073 |
29.0 µM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Rumatel Approved UseCattle: For the removal and control of mature gastrointestinal nematode infections of cattle including stomach worms (Haemonchus spp., Ostertagia spp., Trichostrongylus spp.), worms of the small intestine (Cooperia spp., Trichostrongylus spp., Nematodirus spp.), and worms of the large intestine (Oesophagostomum radiatum).
Goats: For the removal and control of mature gastrointestinal nematode infections of goats including Haemonchus contortus, Ostertagia (Teladorsagia) circumcincta, and Trichostrongylusaxei. Launch Date1994 |
Sample Use Guides
Morantel is
administered in lactating and non lactating cattle as morantel tartrate as a slow-release bolus
(11.8 g morantel base per animal) or as a single oral dose of 6 to 7.5 mg morantel base/kg bw and
in pigs at a single dose equivalent to 7.5 mg base/kg bw. In sheep, the citrate salt is administered
at a single dose equivalent to 5 to 6 mg morantel base/kg bw.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10780168
When the nematodes (Heligmosomoides polygyrus) were incubated in vitro with morantel (MRT) at concentrations from 1 mM to 10 nM, in RPMI medium for 2 or 6 h and then transferred to a drug-free medium (RPMI medium supplemented with 0.5% BSA) for 24 h or continuously exposed to the drug in supplement-free medium (24 h), the concentration- and time-dependent inhibitory effect on AChE secretion was observed. The concentration inhibiting the secretion of AChE by 50% (IC50) relative to drug-free controls was estimated to be 2.96 uM.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
CFR |
21 CFR 520.1450
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
CFR |
21 CFR 520.1450C
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
CFR |
21 CFR 520.1450A
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
NCI_THESAURUS |
C250
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
CFR |
21 CFR 556.425
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
CFR |
21 CFR 558.360
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
||
|
CFR |
21 CFR 520.1450B
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
5WF7E9QC3F
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
1446906
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
300000023780
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
m7623
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | Merck Index | ||
|
6433951
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
DTXSID2045575
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
758647
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
CHEMBL1240978
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
26155-31-7
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
C75222
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
1368899
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | RxNorm | ||
|
5WF7E9QC3F
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY | |||
|
247-481-5
Created by
admin on Fri Dec 15 15:20:51 GMT 2023 , Edited by admin on Fri Dec 15 15:20:51 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD