amphotericin B

Lipid-based Polyene Antifungal — ALIMENTARY TRACT AND METABOLISM

Key facts

amphotericin B is an ofp drug in the Lipid-based Polyene Antifungal class catalogued in DrugCentral. It was first approved by the FDA in 1964. Recorded indications include Acne vulgaris, Actinomycotic infection, Acute gonococcal cervicitis and Acute gonococcal urethritis.

• Approval status: ofp (first approved 1964 by the FDA).
• Drug class: Lipid-based Polyene Antifungal; Polyene Antifungal.
• Indications: Acne vulgaris, Actinomycotic infection, Acute gonococcal cervicitis, Acute gonococcal urethritis and Anthrax and others.
• ATC code: A01AB04 (Antiinfectives and antiseptics for local oral treatment).
• Molecular formula: C47H73NO17; molecular weight 924.09 g/mol.

Indications & contraindications

Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).

Indications (67)

• Acne vulgaris
• Actinomycotic infection
• Acute gonococcal cervicitis
• Acute gonococcal urethritis
• Anthrax
• Aspergillosis
• Blastomycosis
• Bronchitis
• Brucellosis
• Candida Peritonitis
• Candidal endocarditis
• Candidal meningitis
• Candidal septicemia
• Candidemia
• Candidiasis
• Candidiasis of mouth
• Candidiasis of skin
• Candidiasis of the esophagus
• Chlamydia trachomatis infection of genital structure
• Coccidioidomycosis
• Cryptococcal Meningitis in HIV
• Cryptococcal Septicemia
• Cryptococcosis
• Diaper rash
• Disseminated candidiasis
• Disseminated sporotrichosis
• Female Urethral Syndrome
• Fungal infection of lung
• Fungal meningitis
• Fungal Urinary Tract Infection
• + 37 more

Off-label uses (19)

• Candidal Urinary Tract Infection
• Chlamydial infection
• Chloroquine Resistant Plasmodium Falciparum Malaria
• Cholangitis
• Cryptococcal meningitis
• Helicobacter pylori-associated gastritis
• Infection due to Penicillium marneffei
• Malaria
• Meningoencephalitis due to Naegleria
• Ocular rosacea
• Oropharyngeal Candidiasis
• Paracoccidioidomycosis
• Plague
• Pneumonia due to Mycoplasma pneumoniae
• Rosacea
• Selective decontamination of the digestive tract
• Tropical sprue
• Tularemia
• Ventilator-acquired pneumonia

Contraindications (7)

• Breastfeeding (mother)
• Disease of liver
• Hypokalemia
• Hypomagnesemia
• Kidney disease
• Pregnancy, function
• Pseudomembranous enterocolitis

Mechanism & targets

• Established pharmacologic class: Lipid-based Polyene Antifungal; Polyene Antifungal

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1964-11-12	FDA	—	APOTHECON

ATC classification

ATC code	Therapeutic hierarchy
A01AB04	ALIMENTARY TRACT AND METABOLISM › STOMATOLOGICAL PREPARATIONS › STOMATOLOGICAL PREPARATIONS › Antiinfectives and antiseptics for local oral treatment
A07AA07	ALIMENTARY TRACT AND METABOLISM › ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS › INTESTINAL ANTIINFECTIVES › Antibiotics
G01AA03	GENITO URINARY SYSTEM AND SEX HORMONES › GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS › ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS › Antibiotics
J02AA01	ANTIINFECTIVES FOR SYSTEMIC USE › ANTIMYCOTICS FOR SYSTEMIC USE › ANTIMYCOTICS FOR SYSTEMIC USE › Antibiotics

Reported adverse-event signals

Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.

MedDRA term	LLR
Drug ineffective	1995.4
Multiple organ dysfunction syndrome	1098.4
Aspergillus infection	862.3
Mucormycosis	703.8
Bronchopulmonary aspergillosis	591.0
Immune reconstitution inflammatory syndrome	580.8
Septic shock	534.8
Drug resistance	470.5
Hypokalaemia	426.3
Febrile neutropenia	412.9
Renal impairment	385.7
Respiratory failure	371.9

Chemical structure

Full physicochemical, ADMET and 3D-structure analysis of amphotericin B is on its molecule page.

• Molecular formula: C₄₇H₇₃NO₁₇
• Molecular weight: 924.09 g/mol
• CAS number: 1397-89-3
• InChIKey: APKFDSVGJQXUKY-INPOYWNPSA-N
• PubChem CID: 5280965

C[C@H]1O[C@@H](O[C@@H]2C[C@@H]3O[C@@](O)(C[C@H](O)[C@H]3C(O)=O)C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)CC(=O)O[C@@H](C)[C@H](C)[C@H](O)[C@@H](C)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\2)[C@@H](O)[C@@H](N)[C@@H]1O

Frequently asked questions

Answers are generated from the structured data on this page, not written by hand.

What is amphotericin B used for?

DrugCentral lists the following indications for amphotericin B: Acne vulgaris, Actinomycotic infection, Acute gonococcal cervicitis, Acute gonococcal urethritis, Anthrax, Aspergillosis, Blastomycosis and Bronchitis and others.

When was amphotericin B first approved?

amphotericin B was first approved by the FDA in 1964.

What drug class does amphotericin B belong to?

amphotericin B is in the Lipid-based Polyene Antifungal class.

What is the chemical formula of amphotericin B?

amphotericin B has the molecular formula C47H73NO17 and a molecular weight of 924.09 g/mol.

Sources

• DrugCentral drug card 197 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL267345 — compound record and bioactivity
• PubChem CID 5280965 — chemical identifiers
• DrugBank DB00681 — drug record
• FDA UNII 7XU7A7DROE — substance identity
• DailyMed: FDA labels for amphotericin B — current prescribing information (label search)
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral

How this page is built: methodology · editorial policy & corrections.