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Chemistry

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Also known as: 76470-66-1, Loracarbefum, Loracarbef anhydrous, Loracarbefum [inn-latin], Anhydrous loracarbef, Loracarbef, anhydrous
Molecular Formula
C16H16ClN3O4
Molecular Weight
349.77  g/mol
InChI Key
JAPHQRWPEGVNBT-UTUOFQBUSA-N
FDA UNII
W72I5ZT78Z

Loracarbef
Loracarbef Anhydrous is an anhydrous form of loracarbef, a semi-synthetic, broad-spectrum, beta-lactamase resistant, second-generation cephalosporin antibiotic derived from cephasporium.
Loracarbef anhydrous is a Cephalosporin Antibacterial.
1 2D Structure

Loracarbef

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7S)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2.1.2 InChI
InChI=1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1
2.1.3 InChI Key
JAPHQRWPEGVNBT-UTUOFQBUSA-N
2.1.4 Canonical SMILES
C1CC(=C(N2C1C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)Cl
2.1.5 Isomeric SMILES
C1CC(=C(N2[C@H]1[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl
2.2 Other Identifiers
2.2.1 UNII
W72I5ZT78Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Carbac

2. Kt 3777

3. Kt-3777

4. Lorabid

5. Loracarbef Monohydrate

6. Lorafem

7. Lorax

8. Ly 163892

9. Ly-163892

10. Ly163892

2.3.2 Depositor-Supplied Synonyms

1. 76470-66-1

2. Loracarbefum

3. Loracarbef Anhydrous

4. Loracarbefum [inn-latin]

5. Anhydrous Loracarbef

6. Loracarbef, Anhydrous

7. W72i5zt78z

8. (6r,7s)-7-[[(2r)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

9. Chebi:47544

10. Loracarbef (inn)

11. Ly-163892

12. 1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-[[(2r)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-, (6r,7s)-

13. Loracarbef [inn]

14. (6r,7s)-7-{[(2r)-2-amino-2-phenylacetyl]amino}-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

15. Kt 3777

16. Unii-w72i5zt78z

17. Ly163892

18. Lorbef

19. Loracarbef [usan:inn:ban]

20. Ly 163892

21. Lorbef (tn)

22. Loracabef

23. Loracarbef [mi]

24. Chembl1013

25. Loracarbef [who-dd]

26. Schembl34153

27. Bidd:gt0753

28. Dtxsid7023223

29. Hms3713l04

30. Hy-b1682

31. Zinc1530993

32. Akos015895936

33. Ccg-220611

34. Db00447

35. 7beta-[(2r)-2-amino-2-phenylacetyl]nitrilo-3-chloro-3,4-didehydrocepham-4-carboxylic Acid

36. Ncgc00510749-15

37. 1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((aminophenylacetyl)amino)-3-chloro-8-oxo-, (6r-(6alpha,7beta(r*)))-

38. Cs-0013651

39. D08143

40. Q979521

41. Brd-k28935038-001-01-4

42. (6r,7s)-7-[(2r)-2-amino-2-phenylacetamido]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

43. 1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2r)-aminophenylacetyl)amino)-3-chloro-8-oxo-, (6r,7s)-

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 349.77 g/mol
Molecular Formula C16H16ClN3O4
XLogP3-1.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass349.0829337 g/mol
Monoisotopic Mass349.0829337 g/mol
Topological Polar Surface Area113 Ų
Heavy Atom Count24
Formal Charge0
Complexity600
Isotope Atom Count0
Defined Atom Stereocenter Count3
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

Used to treat upper respiratory tract bacterial infections, chronic bronchitis, pneumonia, sinusitis, pharyntitis and tonsillitis, skin absceses, urinary tract infections and pyelonephritis caused by E. coli, S. pyogenes, S. aureus, S. saprphyticus, S. penumoniae, H. influenzae and M. catarrhalis.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Loracarbef is considered a second generation cephalosporin antibiotic. The advantages of cephalosporin antibiotics include a broad range of activity, a safe record in children with almost no dose-related toxicity, and the lack of need to monitor levels. Adverse reactions are rare and consist primarily of hypersensitivity reactions with urticaria, nonspecific rash, and pruritus. Loracarbef can be used to treat a large number of bacterial infections caused by gram-negative and gram-positive bacteria, including upper respiratory tract bacterial infections, chronic bronchitis, pneumonia, sinusitis, pharyntitis and tonsillitis, skin absceses, urinary tract infections and pyelonephritis caused by E. coli, S. pyogenes, S. aureus, S. saprphyticus, S. penumoniae, H. influenzae and M. catarrhalis.


5.2 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
LORACARBEF ANHYDROUS
5.3.2 FDA UNII
W72I5ZT78Z
5.3.3 Pharmacological Classes
Chemical Structure [CS] - Cephalosporins
5.4 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DC - Second-generation cephalosporins

J01DC08 - Loracarbef


5.5 Absorption, Distribution and Excretion

Absorption

Well absorbed with approximately 90% absorbed from the gastrointestinal tract after oral ingestion.


5.6 Metabolism/Metabolites

There is no evidence of metabolism in humans.


5.7 Biological Half-Life

1 hour. In subjects with moderate impairment of renal function the plasma half-life was prolonged to approximately 5.6 hours.


5.8 Mechanism of Action

Loracarbef is an oral, synthetic beta-lactam antibiotic of the carbacephem class. Chemically, carbacephems differ from cephalosporin-class antibiotics in the dihydrothiazine ring where a methylene group has been substituted for a sulfur atom. Loracarbef has a spectrum of activity similar to that of the second generation cephalosporins. It is structurally identical to cefaclor except for a sulfur atom that has been replaced by a methylene group. This change gives greater chemical stability in solution and allows storage at room temperature. Loracarbef, like all b-lactams and cephalosporins, inhibits penicillin binding proteins, enzymes that create the cross-linkage of the peptidoglycan polymer. This binding leads to interference with the formation and remodeling of the cell wall structure.


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Loracarbef manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Loracarbef 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 Loracarbef manufacturer or Loracarbef supplier for your needs.

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

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

API | Excipient name

Loracarbef

Synonyms

76470-66-1, Loracarbefum, Loracarbef anhydrous, Loracarbefum [inn-latin], Anhydrous loracarbef, Loracarbef, anhydrous

Cas Number

76470-66-1

Unique Ingredient Identifier (UNII)

W72I5ZT78Z

About Loracarbef

Loracarbef Anhydrous is an anhydrous form of loracarbef, a semi-synthetic, broad-spectrum, beta-lactamase resistant, second-generation cephalosporin antibiotic derived from cephasporium.

Loracarbef Manufacturers

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

Loracarbef Suppliers

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

Loracarbef GMP

Loracarbef 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 Loracarbef 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 Loracarbef GMP manufacturer or Loracarbef GMP API supplier for your needs.

Loracarbef CoA

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

Loracarbef CoA mostly includes findings from lab analyses of a specific batch. For each Loracarbef 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.

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