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1 Health Canada Patents

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1 Health Canada Patents

Suanfarma Tildipirosin

Synopsis

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Chemistry

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Also known as: Schembl4567037, Ncgc00483033-01

Molecular Formula

C₄₁H₇₁N₃O₈

Molecular Weight

734.0 g/mol

InChI Key

HNDXPZPJZGTJLJ-WNHWIXIRSA-N

1 2D Structure

Tildipirosin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-piperidin-1-ylethyl)-15-(piperidin-1-ylmethyl)-1-oxacyclohexadeca-11,13-diene-2,10-dione

2.1.2 InChI

InChI=1S/C41H71N3O8/c1-8-35-32(26-44-20-13-10-14-21-44)23-27(2)15-16-33(45)28(3)24-31(17-22-43-18-11-9-12-19-43)40(29(4)34(46)25-36(47)51-35)52-41-39(49)37(42(6)7)38(48)30(5)50-41/h15-16,23,28-32,34-35,37-41,46,48-49H,8-14,17-22,24-26H2,1-7H3/b16-15+,27-23+/t28-,29+,30?,31+,32-,34-,35-,37?,38?,39?,40-,41?/m1/s1

2.1.3 InChI Key

HNDXPZPJZGTJLJ-WNHWIXIRSA-N

2.1.4 Canonical SMILES

CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)O)N(C)C)O)CCN3CCCCC3)C)C)CN4CCCCC4

2.1.5 Isomeric SMILES

CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)OC2C(C(C(C(O2)C)O)N(C)C)O)CCN3CCCCC3)C)\C)CN4CCCCC4

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 20,23-dipiperidinyl-mycaminosyl-tylonolide

2.2.2 Depositor-Supplied Synonyms

1. Schembl4567037

2. Ncgc00483033-01

2.3 Create Date

2012-08-19

3 Chemical and Physical Properties

Molecular Formula	C₄₁H₇₁N₃O₈
Molecular Weight	734.0 g/mol
XLogP3	4.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	9
Exact Mass	733.52411623 g/mol
Monoisotopic Mass	733.52411623 g/mol
Topological Polar Surface Area	132 Å²
Heavy Atom Count	52
Formal Charge	0
Complexity	1170
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	5
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

* 40-mg/ml solution for injection for pigs:

Treatment and metaphylaxis of swine respiratory disease (SRD) associated with Actinobacillus pleuropneumoniae, Pasteurella multocida, Bordetella bronchiseptica and Haemophilus parasuis sensitive to tildipirosin.

The presence of the disease in the herd should be confirmed before metaphylaxis is implemented.

* 180-mg/ml solution for injection for cattle:

For the treatment and prevention of bovine respiratory disease (BRD) associated with Mannheimia haemolytica, Pasteurella multocida and Histophilus somni sensitive to tildipirosin.

The presence of the disease in the herd should be confirmed before preventive treatment.

5 Pharmacology and Biochemistry

5.1 ATC Code

QJ01FA

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