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Chemistry

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Also known as: 82186-71-8, Schembl2562822, Chembl1162014, Ac-30636, 7-bromo-6-chloro-3-(3-((2s,3r)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3h)-one 2-hydroxypropanoate, 7-bromo-6-chloro-3-[3-[(2s,3r)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one;2-hydroxypropanoic acid
Molecular Formula
C19H23BrClN3O6
Molecular Weight
504.8  g/mol
InChI Key
GATQERNJKZPJNX-LDXVYITESA-N

Halofuginone Lactate
1 2D Structure

Halofuginone Lactate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-bromo-6-chloro-3-[3-[(2S,3R)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one;2-hydroxypropanoic acid
2.1.2 InChI
InChI=1S/C16H17BrClN3O3.C3H6O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14;1-2(4)3(5)6/h5-6,8,14-15,19,23H,1-4,7H2;2,4H,1H3,(H,5,6)/t14-,15+;/m0./s1
2.1.3 InChI Key
GATQERNJKZPJNX-LDXVYITESA-N
2.1.4 Canonical SMILES
CC(C(=O)O)O.C1CC(C(NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
2.1.5 Isomeric SMILES
CC(C(=O)O)O.C1C[C@H]([C@@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. (+)-halofuginone

2. (+-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3h)-quinazolinone

3. (+-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3h)-quinazolinone Monohydrobromide

4. (-)-halofuginone

5. (-)-halofuginone Hydrobromide

6. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-((2r,3s)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Hydrochloride (1:1), Rel-

7. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-((2s,3r)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Hydrobromide (1:1)

8. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Hydrobromide, Trans-(+-)-

9. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Trans-, Mono(2-hydroxypropanoate)(salt)

10. 6-chloro-7-bromo-(+)-febrifugine

11. 6-chloro-7-bromofebrifugine

12. 7-bromo-6-chloro-3,3-(3-hydroxy-2-piperidyl)acetonyl-4(3h)-quinazolinone-hydrolactate

13. 7-bromo-6-chloro-3-(3-((2r,3s)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3h)-quinazolinone

14. 7-bromo-6-chloro-3-(3-((2s,3r)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3h)-quinazolinone

15. 7-bromo-6-chloro-3-(3-((2s,3r)-3-hydroxy-2-piperidyl)-2-oxo-propyl)quinazolin-4-one Hydrobromide

16. 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3h)-quinazolinone

17. 7-bromo-6-chlorofebrifugine

18. Cebegine

19. Chloro-bromofebrifugine

20. Chlorobromofebrifugine

21. Halagon

22. Halocur

23. Halofuginon

24. Halofuginone

25. Halofuginone Hbr

26. Halofuginone Hcl

27. Halofuginone Hydrobromide

28. Halofuginone Hydrobromide, (-)-

29. Halofuginone Hydrochloride

30. Halofuginone Monohydrobromide

31. Halofuginone Monohydrochloride

32. Halofuginone, (+)-

33. Halofuginone, (-)-

34. Halofunginone

35. Ru 19110

36. Ru-19110

37. Ru19110

38. Stenorol

39. Trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3h)-quinazolinone

2.2.2 Depositor-Supplied Synonyms

1. 82186-71-8

2. Schembl2562822

3. Chembl1162014

4. Ac-30636

5. 7-bromo-6-chloro-3-(3-((2s,3r)-3-hydroxypiperidin-2-yl)-2-oxopropyl)quinazolin-4(3h)-one 2-hydroxypropanoate

6. 7-bromo-6-chloro-3-[3-[(2s,3r)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one;2-hydroxypropanoic Acid

2.3 Create Date
2007-12-12
3 Chemical and Physical Properties
Molecular Weight 504.8 g/mol
Molecular Formula C19H23BrClN3O6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass503.04588 g/mol
Monoisotopic Mass503.04588 g/mol
Topological Polar Surface Area140 Ų
Heavy Atom Count30
Formal Charge0
Complexity592
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

In newborn calves:

- Prevention of diarrhoea due to diagnosed Cryptosporidium parvum infection, in farms with history of cryptosporidiosis. Administration should start in the first 24 to 48 hours of age.

- Reduction of diarrhoea due to diagnosed Cryptosporidium parvum infection. Administration should start within 24 hours after the onset of diarrhoea. In both cases, the reduction of oocysts excretion has been demonstrated.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Angiogenesis Inhibitors

Agents and endogenous substances that antagonize or inhibit the development of new blood vessels. (See all compounds classified as Angiogenesis Inhibitors.)


Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Coccidiostats

Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals. (See all compounds classified as Coccidiostats.)


Protein Synthesis Inhibitors

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)


5.2 ATC Code

QP51AX08


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