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Chemistry

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Also known as: Amikacin disulfate, 39831-55-5, Pierami, Amikin, Amikacin bis(sulphate), Kaminax
Molecular Formula
C22H47N5O21S2
Molecular Weight
781.8  g/mol
InChI Key
FXKSEJFHKVNEFI-GCZBSULCSA-N
FDA UNII
N6M33094FD

Amikacin Sulfate
A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.
1 2D Structure

Amikacin Sulfate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid
2.1.2 InChI
InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
2.1.3 InChI Key
FXKSEJFHKVNEFI-GCZBSULCSA-N
2.1.4 Canonical SMILES
C1C(C(C(C(C1NC(=O)C(CCN)O)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
2.1.5 Isomeric SMILES
C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
N6M33094FD
2.3 Synonyms
2.3.1 MeSH Synonyms

1. A.m.k

2. Amikacin

3. Amikacina Medical

4. Amikacina Normon

5. Amikafur

6. Amikalem

7. Amikason's

8. Amikayect

9. Amikin

10. Amiklin

11. Amukin

12. Bb K 8

13. Bb K8

14. Bb-k 8

15. Bb-k8

16. Bbk 8

17. Bbk8

18. Biclin

19. Biklin

20. Gamikal

21. Kanbine

22. Medical, Amikacina

23. Normon, Amikacina

24. Oprad

25. Sulfate, Amikacin

26. Yectamid

2.3.2 Depositor-Supplied Synonyms

1. Amikacin Disulfate

2. 39831-55-5

3. Pierami

4. Amikin

5. Amikacin Bis(sulphate)

6. Kaminax

7. Bb-k8

8. Arikayce

9. Amikacin Sulphate

10. Amikacin Disulphate

11. Amikacin (disulfate)

12. Amikacin (as Sulfate)

13. Amikacin Sulfate Salt

14. Amikacin Disulfate Salt

15. N6m33094fd

16. Nsc-755846

17. Amikafur

18. Amitrex

19. Biodacyn

20. Chemacin

21. Fabianol

22. Likacin

23. Biklin

24. Kancin-gap

25. Antibiotic Bb-k8 Sulfate

26. (2s)-4-amino-n-[(1r,2s,3s,4r,5s)-5-amino-2-(3-amino-3-deoxy-alpha-d-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-d-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide Disulfate

27. Amikacin (sulfate)

28. O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1->6))-n(3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

29. Nn-k 8

30. Einecs 254-648-6

31. Amikan

32. Unii-n6m33094fd

33. Amikacini Sulfas

34. Amikacin Sulfate [usan:usp:jan]

35. Amikin (tn)

36. Amikin In Sodium Chloride 0.9% In Plastic Container

37. (2s)-4-amino-n-[(1r,2s,3s,4r,5s)-5-amino-2-[(2s,3r,4s,5s,6r)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2r,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]

38. Amikacin Sulfate In Sodium Chloride 0.9% In Plastic Container

39. Bay-416651 Sulfate

40. Amikacin Sulfate [mi]

41. Amikacin Sulfate [jan]

42. Amikacin Sulfate (jp17/usp)

43. Chebi:2638

44. Schembl1649432

45. Amikacin Sulfate [usan]

46. Amikacin Sulfate [vandf]

47. Chembl4208954

48. Hy-b0509b

49. Amikacin Sulfate [mart.]

50. Amikacin Sulfate [usp-rs]

51. Amikacin Sulfate [who-dd]

52. Amikacini Sulfas [who-ip]

53. Dtxsid601045247

54. Mfcd00167475

55. S3065

56. Amikacin Sulfate [green Book]

57. Akos025310105

58. Amikacin Sulfate [ep Impurity]

59. Amikacin Sulfate [orange Book]

60. Amikacin Sulfate [ep Monograph]

61. Ccg-270466

62. Cs-3493

63. Nsc 755846

64. Amikacin Sulfate [usp Monograph]

65. As-13777

66. D-streptamine, O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-6)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1-4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulfate (1:2)(salt)

67. O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1-6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

68. D00865

69. 831a555

70. Q27105754

71. Amikacin Sulfate, European Pharmacopoeia (ep) Reference Standard

72. Amikacin Disulfate Salt, Potency: 674-786 Mug Per Mg (as Amikacin Base)

73. Amikacin Sulfate, United States Pharmacopeia (usp) Reference Standard

74. Amikacin For System Suitability, European Pharmacopoeia (ep) Reference Standard

75. Amikacin Sulfate, Pharmaceutical Secondary Standard; Certified Reference Material

76. (2s)-4-amino-n-{(1r,2s,3s,4r,5s)-5-amino-2-[(3-amino-3-deoxy-alpha-d-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-d-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide Sulfate (1:2)

77. (s)-4-amino-n-((1r,2s,3s,4r,5s)-5-amino-2-(((2s,3r,4s,5s,6r)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-4-(((2r,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2h-pyran-2-yl)oxy)-3-hydroxycyclohexyl)-2-hydroxybutanamide Bis(sulfate)

78. D-streptamine, O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->6)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulfate (1:2) (salt)

79. D-streptamine, O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->6)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->4))-n(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (s)-, Sulphate (1:2) (salt)

80. D-streptamine, O-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.6)-o-(6-amino-6-deoxy-alpha-d-glucopyranosyl-(1.fwdarw.4))-n1-((2s)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, Sulfate (1:2) (salt)

81. O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulfate (1:2)

82. O-3-amino-3-deoxy-.alpha.-d-glucopyranosyl-(1->4)-o-(6-amino-6-deoxy-.alpha.-d-glucopyranosyl-(1->6))-n(sup 3)-(4-amino-l-2-hydroxybutyryl)-2-deoxy-l-streptamine Sulphate (1:2)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 781.8 g/mol
Molecular Formula C22H47N5O21S2
Hydrogen Bond Donor Count17
Hydrogen Bond Acceptor Count25
Rotatable Bond Count10
Exact Mass781.22049587 g/mol
Monoisotopic Mass781.22049587 g/mol
Topological Polar Surface Area498 Ų
Heavy Atom Count50
Formal Charge0
Complexity900
Isotope Atom Count0
Defined Atom Stereocenter Count16
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameAmikacin sulfate
Drug LabelAmikacin Sulfate Injection USP is a semi-synthetic aminoglycoside antibiotic derived from kanamycin. D-Streptamine,O-3-amino-3-deoxy--D-glucopyranosyl-(16)-O-[6-amino-6-deoxy--D-glucopyranosyl-(14)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy...
Active IngredientAmikacin sulfate
Dosage FormInjectable
RouteInjection
Strengtheq 50mg base/ml; eq 250mg base/ml
Market StatusPrescription
CompanyEmcure Pharms; Teva Pharms Usa; Eurohlth Intl

2 of 2  
Drug NameAmikacin sulfate
Drug LabelAmikacin Sulfate Injection USP is a semi-synthetic aminoglycoside antibiotic derived from kanamycin. D-Streptamine,O-3-amino-3-deoxy--D-glucopyranosyl-(16)-O-[6-amino-6-deoxy--D-glucopyranosyl-(14)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy...
Active IngredientAmikacin sulfate
Dosage FormInjectable
RouteInjection
Strengtheq 50mg base/ml; eq 250mg base/ml
Market StatusPrescription
CompanyEmcure Pharms; Teva Pharms Usa; Eurohlth Intl

4.2 Drug Indication

Treatment of nontuberculous mycobacterial lung infection, Treatment of Pseudomonas aeruginosa pulmonary infection / colonisation in patients with cystic fibrosis


Arikayce liposomal is indicated for the treatment of non-tuberculous mycobacterial (NTM) lung infections caused by Mycobacterium avium Complex (MAC) in adults with limited treatment options who do not have cystic fibrosis.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Aminoglycosides [CS]; Aminoglycoside Antibacterial [EPC]
5.3 ATC Code

J01GB06


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MAHARASHTRA","supplier":"CLINI EXPERTS SERVICES ASIA PTE LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"ALKEM LABORATORIES LTD","customerCountry":"INDIA","quantity":"1005.00","actualQuantity":"1005","unit":"KGS","unitRateFc":"125","totalValueFC":"126696.5","currency":"USD","unitRateINR":"10850","date":"18-Jul-2025","totalValueINR":"10904250","totalValueInUsd":"126696.5","indian_port":"JNPT","hs_no":"29419090","bill_no":"3346292","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"10 ANSON ROAD, #11-20 INTERNATIONAL PLAZA, SINGAPORE 079903 ., , SINGA PORE SINGAPORE","customerAddress":"ALKEM HOUSE, DEVASHISH ADJACENT TO"},{"dataSource":"API Import","activeIngredients":"","year":"2025","qtr":"Q3","strtotime":1752777000,"product":"AMIKACIN SULPHATE IP(189 CTN)(BOE 2573404 DT 10\/06\/2025)IUPAC NAME -(2S)-4- AMINO-N- [(1R,2S,3S,4R,5S)-5-AMINO-2-[(2S,3RAMIKACIN SULPHATE IP(189 CTN)(BOE 2573404 DT 10\/06\/2025)IUPA","address":"N\/A","city":"","supplier":"LONGCHEM INTERNATIONALTRADING CO LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"LGCH ENTERPRISES LLP","customerCountry":"INDIA","quantity":"2835.00","actualQuantity":"2835","unit":"KGS","unitRateFc":"105","totalValueFC":"300213.9","currency":"USD","unitRateINR":"9114","date":"18-Jul-2025","totalValueINR":"25838190","totalValueInUsd":"300213.9","indian_port":"ARSHIYA-SEZ\/PANVEL","hs_no":"29419090","bill_no":"3345203","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"UNIT 2 OF LG 1, MIRROR TOWER, 61 MO DY ROAD, TSIM SHA TSUI, KOWLOON HON G KONG Kowloon, , HONG KONG HONG KONG","customerAddress":"N\/A"}]
11-Feb-2022
18-Jul-2025
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Looking for 39831-55-5 / Amikacin Sulfate API manufacturers, exporters & distributors?

Amikacin Sulfate manufacturers, exporters & distributors 1

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

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

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

API | Excipient name

Amikacin Sulfate

Synonyms

Amikacin disulfate, 39831-55-5, Pierami, Amikin, Amikacin bis(sulphate), Kaminax

Cas Number

39831-55-5

Unique Ingredient Identifier (UNII)

N6M33094FD

About Amikacin Sulfate

A broad-spectrum antibiotic derived from KANAMYCIN. It is reno- and oto-toxic like the other aminoglycoside antibiotics.

Likacin Manufacturers

A Likacin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Likacin, including repackagers and relabelers. The FDA regulates Likacin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Likacin 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 Likacin manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Likacin Suppliers

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

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

Likacin USDMF

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

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

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

Likacin JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Likacin Drug Master File in Japan (Likacin JDMF) empowers Likacin API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Likacin JDMF during the approval evaluation for pharmaceutical products. At the time of Likacin JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Likacin suppliers with JDMF on PharmaCompass.

Likacin KDMF

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

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

After submitting a Likacin 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 Likacin API can apply through the Korea Drug Master File (KDMF).

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

Likacin CEP

A Likacin CEP of the European Pharmacopoeia monograph is often referred to as a Likacin Certificate of Suitability (COS). The purpose of a Likacin CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Likacin EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Likacin to their clients by showing that a Likacin CEP has been issued for it. The manufacturer submits a Likacin CEP (COS) as part of the market authorization procedure, and it takes on the role of a Likacin CEP holder for the record. Additionally, the data presented in the Likacin CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Likacin DMF.

A Likacin CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Likacin CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Likacin suppliers with CEP (COS) on PharmaCompass.

Likacin 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 Likacin as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Likacin GMP

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

Likacin CoA

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

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

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