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Chemistry

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Also known as: (+)-halofuginone, Halocur, Halofuginone, (+)-, 6-chloro-7-bromo-(+)-febrifugine, 55837-20-2, Halofuginon
Molecular Formula
C16H17BrClN3O3
Molecular Weight
414.7  g/mol
InChI Key
LVASCWIMLIKXLA-CABCVRRESA-N
FDA UNII
H84E4Y7HC9

Halofuginone
halofuginone is a natural product found in Hydrangea febrifuga with data available.
1 2D Structure

Halofuginone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-bromo-6-chloro-3-[3-[(2R,3S)-3-hydroxypiperidin-2-yl]-2-oxopropyl]quinazolin-4-one
2.1.2 InChI
InChI=1S/C16H17BrClN3O3/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/h5-6,8,14-15,19,23H,1-4,7H2/t14-,15+/m1/s1
2.1.3 InChI Key
LVASCWIMLIKXLA-CABCVRRESA-N
2.1.4 Canonical SMILES
C1CC(C(NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
2.1.5 Isomeric SMILES
C1C[C@@H]([C@H](NC1)CC(=O)CN2C=NC3=CC(=C(C=C3C2=O)Cl)Br)O
2.2 Other Identifiers
2.2.1 UNII
H84E4Y7HC9
2.3 Synonyms
2.3.1 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 Hbr

25. Halofuginone Hcl

26. Halofuginone Hydrobromide

27. Halofuginone Hydrobromide, (-)-

28. Halofuginone Hydrochloride

29. Halofuginone Lactate

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

2.3.2 Depositor-Supplied Synonyms

1. (+)-halofuginone

2. Halocur

3. Halofuginone, (+)-

4. 6-chloro-7-bromo-(+)-febrifugine

5. 55837-20-2

6. Halofuginon

7. Halofuginona

8. Halofuginonum

9. H84e4y7hc9

10. L31mm1385e

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

12. Halofuginone [inn:ban]

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

14. Halofuginone ((2r,3s) And (2s,3r) Mixture)

15. Halofunginone

16. 7-bromo-6-chloro-3-{3-[(2r,3s)-3-hydroxypiperidin-2-yl]-2-oxopropyl}quinazolin-4(3h)-one

17. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-((2r,3s)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-

18. 868851-54-1

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

20. Halofuginone [inn]

21. Halofuginonum [inn-latin]

22. Halofuginona [inn-spanish]

23. Unii-l31mm1385e

24. Halocurtm

25. Ht-100

26. 7-bromo-6-chloro-3-[3-[(2r,3s)-3-hydroxy-2-piperidyl]-2-oxo-propyl]quinazolin-4-one

27. Hfg

28. Nsc713205

29. Halofuginone [mi]

30. Unii-h84e4y7hc9

31. Schembl9541147

32. Chembl1199540

33. Dtxsid301339439

34. Zinc5784191

35. S8144

36. Akos022185424

37. Ccg-268823

38. Db04866

39. (+-)-trans-7-brom-6-chlor-3-(3-(3-hydroxy-2-piperidyl)acetonyl-4(3h)-chinazolinon

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

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

42. 4(3h4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Trans-(+/-)-

43. Halofuginone [ema Epar Veterinary]

44. Rel-7-bromo-6-chloro-3-[3-[(2r,3s)-3-hydroxy-2-piperidinyl]-2-oxopropyl]-4(3h)-quinazolinone

45. Q4132745

46. (+/-)-trans-7-bromo-6-chloro-3-[3-(3-hydroxy-2-piperidinyl)-2-oxopropyl]-4(3h)-quinazolinone Hydrobromide

47. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-((2r,3s)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Rel-

48. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Trans-

49. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Trans-(+-)-

50. 4(3h)-quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, Trans-(+/-)-

51. 7-bromo-6-chloro-3-{3-[(2r,3s)-3-hydroxypiperidin-2-yl]-2-oxopropyl}-3,4-dihydroquinazolin-4-one

2.4 Create Date
2005-08-01
3 Chemical and Physical Properties
Molecular Weight 414.7 g/mol
Molecular Formula C16H17BrClN3O3
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass413.01418 g/mol
Monoisotopic Mass413.01418 g/mol
Topological Polar Surface Area82 Ų
Heavy Atom Count24
Formal Charge0
Complexity533
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of scleroderma, cancer, and restenosis.


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.


* In newborn calves:

Prevention of diarrhoea due to diagnosed Cryptosporidium parvum 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.

Administration should start within 24 hours after the onset of diarrhoea.

In both cases, the reduction of oocyst excretion has been demonstrated.


In new born calves:

- Prevention of diarrhoea due to diagnosed Cryptosporidium parvum, 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.

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 Pharmacology

Halofuginone, a fully synthetic small molecule, is a potent and selective regulator of stromal cell activation, cell migration and Collagen type I synthesis, a process that has been identified as a 'master switch' in the body's tissue repair process.


5.2 MeSH Pharmacological Classification

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.)


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.)


5.3 ATC Code

QP51AX08


QP51AX08


QP51AX08


5.4 Absorption, Distribution and Excretion

Absorption

Readily bioavailable and rapidly absorbed following oral administration.


5.5 Biological Half-Life

23.8 to 72.1 hours


5.6 Mechanism of Action

Halofuginone is a potent inhibitor of collagen a1(I) and matrix metalloproteinase 2 (MMP-2) gene expression. Halofuginone also suppresses extracellular matrix deposition and cell proliferation. The profound antitumoral effect of halofuginone is attributed to its combined inhibition of the tumor stromal support, vascularization, invasiveness, and cell proliferation.


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Halofuginone manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Halofuginone API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Halofuginone manufacturer or Halofuginone supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Halofuginone manufacturer or Halofuginone supplier.

PharmaCompass also assists you with knowing the Halofuginone API Price utilized in the formulation of products. Halofuginone API Price is not always fixed or binding as the Halofuginone Price is obtained through a variety of data sources. The Halofuginone Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Halofuginone

Synonyms

(+)-halofuginone, Halocur, Halofuginone, (+)-, 6-chloro-7-bromo-(+)-febrifugine, 55837-20-2, Halofuginon

Cas Number

868851-54-1

Unique Ingredient Identifier (UNII)

H84E4Y7HC9

About Halofuginone

halofuginone is a natural product found in Hydrangea febrifuga with data available.

Halofuginone Manufacturers

A Halofuginone manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Halofuginone, including repackagers and relabelers. The FDA regulates Halofuginone manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Halofuginone API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Halofuginone Suppliers

A Halofuginone supplier is an individual or a company that provides Halofuginone active pharmaceutical ingredient (API) or Halofuginone finished formulations upon request. The Halofuginone suppliers may include Halofuginone API manufacturers, exporters, distributors and traders.

click here to find a list of Halofuginone suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Halofuginone NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Halofuginone as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Halofuginone API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Halofuginone as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Halofuginone and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Halofuginone NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Halofuginone suppliers with NDC on PharmaCompass.

Halofuginone GMP

Halofuginone Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Halofuginone GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Halofuginone GMP manufacturer or Halofuginone GMP API supplier for your needs.

Halofuginone CoA

A Halofuginone CoA (Certificate of Analysis) is a formal document that attests to Halofuginone's compliance with Halofuginone specifications and serves as a tool for batch-level quality control.

Halofuginone CoA mostly includes findings from lab analyses of a specific batch. For each Halofuginone CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Halofuginone may be tested according to a variety of international standards, such as European Pharmacopoeia (Halofuginone EP), Halofuginone JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Halofuginone USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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