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Chemistry

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Also known as: 147084-10-4, Lastacaft, R89674, R-89674, R 89674, 7z8o94ecsx
Molecular Formula
C19H21N3O
Molecular Weight
307.4  g/mol
InChI Key
MWTBKTRZPHJQLH-UHFFFAOYSA-N
FDA UNII
7Z8O94ECSX

Alcaftadine
Alcaftadine is a H1 histamine receptor antagonist indicated for the prevention of itching associated with allergic conjunctivitis. This drug was approved in July 2010.
Alcaftadine is a Histamine-1 Receptor Antagonist. The mechanism of action of alcaftadine is as a Histamine H1 Receptor Antagonist.
1 2D Structure

Alcaftadine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
11-(1-methylpiperidin-4-ylidene)-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carbaldehyde
2.1.2 InChI
InChI=1S/C19H21N3O/c1-21-9-6-15(7-10-21)18-17-5-3-2-4-14(17)8-11-22-16(13-23)12-20-19(18)22/h2-5,12-13H,6-11H2,1H3
2.1.3 InChI Key
MWTBKTRZPHJQLH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN1CCC(=C2C3=CC=CC=C3CCN4C2=NC=C4C=O)CC1
2.2 Other Identifiers
2.2.1 UNII
7Z8O94ECSX
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 147084-10-4

2. Lastacaft

3. R89674

4. R-89674

5. R 89674

6. 7z8o94ecsx

7. Chebi:71023

8. 11-(1-methylpiperidin-4-ylidene)-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carbaldehyde

9. Lastacaft (tn)

10. 11-(1-methylpiperidin-4-ylidene)-6,11-dihydro-5h-imidazo[2,1-b][3]benzazepine-3-carbaldehyde

11. 2-(1-methylpiperidin-4-ylidene)-4,7-diazatricyclo[8.4.0.0(3,7)]tetradeca- 1(14),3,5,10,12-pentaene-6-carbaldehyde

12. Alcaftadine [usan:inn]

13. Unii-7z8o94ecsx

14. Alcaftadina

15. Alcaftadinum

16. 5h-imidazo(2,1-b)(3)benzazepine-3-carboxaldehyde, 6,11-dihydro-11-(1-methyl-4-piperidinylidene)-

17. 5h-imidazo[2,1-b][3]benzazepine-3-carboxaldehyde, 6,11-dihydro-11-(1-methyl-4-piperidinylidene)-

18. Alcaftadine [inn]

19. Alcaftadine [jan]

20. Alcaftadine [usan]

21. Alcaftadine [vandf]

22. Alcaftadine [mart.]

23. Alcaftadine [who-dd]

24. Alcaftadine (jan/usan/inn)

25. Gtpl7587

26. Schembl1602418

27. Chembl1201747

28. Alcaftadine, >=98% (hplc)

29. (unlabelled)alcaftadine-13c-d3

30. Alcaftadine [orange Book]

31. Dtxsid80598455

32. Hms3885b12

33. Bcp04261

34. Mfcd09954106

35. S4625

36. Zinc11726211

37. Akos025402002

38. Am84429

39. Bcp9000269

40. Ccg-267551

41. Db06766

42. Ncgc00390732-04

43. 5h-imidazo[2,1-b][3]benzazepine-3-carboxaldehyde,6,11-dihydro-11-(1-methyl-4-piperidinylidene)-

44. Ac-28019

45. As-56303

46. Hy-17039

47. Bcp0726000082

48. Db-063693

49. Ft-0661472

50. A16393

51. D06552

52. Q4712900

53. 11-(1-methylpiperidin-4-ylidene)-5,6-dihydroimidazo[2,3-b][3]benzazepine-3-carbaldehyde

54. 11-(1-methylpiperidin-4-ylidene)-6,11-dihydro-5h-benzo[d]imidazo[1,2-a]azepine-3-carbaldehyde

55. 11-(1-methylpiperidin-4-ylidene)-6,11-dihydro-5h-imidazolo(2,1-b)(3)benzazepine-3-carbaldehyde

56. 2-(1-methylpiperidin-4-ylidene)-4,7-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(14),3,5,10,12-pentaene-6-carbaldehyde

57. 4-(1-methyl-piperidin-4-ylidene)-9,10-dihydro-4h-3,10a-diaza-benzo(f)azulene-1-carbaldehyde

58. 5h-imidazo(2,1-b)(3)benzazepine-3-carboxaldehyde, 6,11-dihydro-11-(1-methyl-4- Piperidinylidene)-

2.4 Create Date
2007-12-04
3 Chemical and Physical Properties
Molecular Weight 307.4 g/mol
Molecular Formula C19H21N3O
XLogP31.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass307.168462302 g/mol
Monoisotopic Mass307.168462302 g/mol
Topological Polar Surface Area38.1 Ų
Heavy Atom Count23
Formal Charge0
Complexity479
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameLastacaft
PubMed HealthAlcaftadine (Into the eye)
Drug ClassesOphthalmologic Agent
Drug LabelLASTACAFT is a sterile, topically administered H1 receptor antagonist containing alcaftadine for ophthalmic use. Alcaftadine is a white to yellow powder with an empirical formula of C19H21N3O and a molecular weight of 307.39. Contains: Active: alca...
Active IngredientAlcaftadine
Dosage FormSolution/drops
RouteOphthalmic
Strength0.25%
Market StatusPrescription
CompanyAllergan

2 of 2  
Drug NameLastacaft
PubMed HealthAlcaftadine (Into the eye)
Drug ClassesOphthalmologic Agent
Drug LabelLASTACAFT is a sterile, topically administered H1 receptor antagonist containing alcaftadine for ophthalmic use. Alcaftadine is a white to yellow powder with an empirical formula of C19H21N3O and a molecular weight of 307.39. Contains: Active: alca...
Active IngredientAlcaftadine
Dosage FormSolution/drops
RouteOphthalmic
Strength0.25%
Market StatusPrescription
CompanyAllergan

4.2 Drug Indication

For the prevention of itching associated with allergic conjunctivitis.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Following bilateral topical ocular administration of alcaftadine ophthalmic solution, 0.25%, the mean plasma Cmax of alcaftadine was approximately 60 pg/mL and the median Tmax occurred at 15 minutes. Plasma concentrations of alcaftadine were below the lower limit of quantification (10 pg/mL) by 3 hours after dosing. The mean Cmax of the active carboxylic acid metabolite was approximately 3 ng/mL and occurred at 1 hour after dosing. Plasma concentrations of the carboxylic acid metabolite were below the lower limit of quantification (100 pg/mL) by 12 hours after dosing.


5.2 MeSH Pharmacological Classification

Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
ALCAFTADINE
5.3.2 FDA UNII
7Z8O94ECSX
5.3.3 Pharmacological Classes
Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]
5.4 ATC Code

S - Sensory organs

S01 - Ophthalmologicals

S01G - Decongestants and antiallergics

S01GX - Other antiallergics

S01GX11 - Alcaftadine


5.5 Absorption, Distribution and Excretion

Route of Elimination

Based on data following oral administration of alcaftadine, the carboxylic acid metabolite is primarily eliminated unchanged in the urine.


5.6 Metabolism/Metabolites

The metabolism of alcaftadine is mediated by non-CYP450 cytosolic enzymes to the active carboxylic acid metabolite.


5.7 Biological Half-Life

The elimination half-life of the carboxylic acid metabolite is approximately 2 hours following topical ocular administration.


5.8 Mechanism of Action

Alcaftadine is a H1 histamine receptor antagonist and inhibitor of the release of histamine from mast cells. Decreased chemotaxis and inhibition of eosinophil activation has also been demonstrated.


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18-Nov-2021
27-Feb-2025
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API | Excipient name

Alcaftadine

Synonyms

147084-10-4, Lastacaft, R89674, R-89674, R 89674, 7z8o94ecsx

Cas Number

147084-10-4

Unique Ingredient Identifier (UNII)

7Z8O94ECSX

About Alcaftadine

Alcaftadine is a H1 histamine receptor antagonist indicated for the prevention of itching associated with allergic conjunctivitis. This drug was approved in July 2010.

Lastacaft Manufacturers

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

click here to find a list of Lastacaft manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Lastacaft Suppliers

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

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

Lastacaft USDMF

A Lastacaft DMF (Drug Master File) is a document detailing the whole manufacturing process of Lastacaft active pharmaceutical ingredient (API) in detail. Different forms of Lastacaft DMFs exist exist since differing nations have different regulations, such as Lastacaft USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Lastacaft DMF submitted to regulatory agencies in the US is known as a USDMF. Lastacaft USDMF includes data on Lastacaft's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Lastacaft USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Lastacaft suppliers with USDMF on PharmaCompass.

Lastacaft KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Lastacaft Drug Master File in Korea (Lastacaft KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Lastacaft. The MFDS reviews the Lastacaft KDMF as part of the drug registration process and uses the information provided in the Lastacaft KDMF to evaluate the safety and efficacy of the drug.

After submitting a Lastacaft KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Lastacaft API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Lastacaft suppliers with KDMF on PharmaCompass.

Lastacaft WC

A Lastacaft written confirmation (Lastacaft WC) is an official document issued by a regulatory agency to a Lastacaft manufacturer, verifying that the manufacturing facility of a Lastacaft active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Lastacaft APIs or Lastacaft finished pharmaceutical products to another nation, regulatory agencies frequently require a Lastacaft WC (written confirmation) as part of the regulatory process.

click here to find a list of Lastacaft suppliers with Written Confirmation (WC) on PharmaCompass.

Lastacaft 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 Lastacaft as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Lastacaft 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 Lastacaft 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 Lastacaft and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Lastacaft NDC to their finished compounded human drug products, they may choose to do so.

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

Lastacaft GMP

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

Lastacaft CoA

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

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

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