Posaconazole

Azole Antifungal — ANTIINFECTIVES FOR SYSTEMIC USE

Key facts

Posaconazole is an ofp drug in the Azole Antifungal class catalogued in DrugCentral. It was first approved by the FDA in 2006. DrugCentral lists 10 molecular targets, including ERG11, CYP51 and cyp51B. Recorded indications include Aspergillosis, Candidiasis, Candidiasis of mouth and Chromoblastomycosis.

• Approval status: ofp (first approved 2006 by the FDA).
• Drug class: Azole Antifungal.
• Molecular targets: ERG11, CYP51, cyp51B and Sterol 14-alpha-demethylase (10 listed in DrugCentral).
• Indications: Aspergillosis, Candidiasis, Candidiasis of mouth, Chromoblastomycosis and Coccidioidomycosis and others.
• ATC code: J02AC04 (Triazole and tetrazole derivatives).
• Molecular formula: C37H42F2N8O4; molecular weight 700.79 g/mol.

Indications & contraindications

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

Indications (10)

• Aspergillosis
• Candidiasis
• Candidiasis of mouth
• Chromoblastomycosis
• Coccidioidomycosis
• Fusarium infection
• Mucormycosis
• Mycetoma
• Mycosis
• Pharyngeal candidiasis

Mechanism & targets

• Established pharmacologic class: Azole Antifungal

Molecular targets (10)

Target	Gene	Action	Activity
Lanosterol 14-alpha demethylase	ERG11	inhibitor	MIC 9.40
Sterol 14-alpha demethylase	CYP51	unknown	IC50 7.32
14-alpha sterol demethylase	cyp51B	unknown	Kd 7.14
Sterol 14-alpha-demethylase	—	unknown	Kd 6.88
14-alpha sterol demethylase	cyp51A	unknown	Kd 6.88
14-alpha sterol demethylase	CYP51	unknown	Kd 6.88
14-alpha sterol demethylase Cyp51A	—	unknown	Kd 5.57
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase	CYP8B1	unknown	IC50 5.42
ATP-binding cassette sub-family G member 2	ABCG2	unknown	IC50 5.22
Cytochrome P450 3A4	CYP3A4	unknown	—

Regulatory approvals (3)

Date	Agency	Marketed as	Applicant	Orphan
2020-01-23	PMDA	—	MSD K.K.
2019-04-26	EMA	—	Accord Healthcare S.L.U.
2006-09-15	FDA	—	SCHERING

ATC classification

ATC code	Therapeutic hierarchy
J02AC04	ANTIINFECTIVES FOR SYSTEMIC USE › ANTIMYCOTICS FOR SYSTEMIC USE › ANTIMYCOTICS FOR SYSTEMIC USE › Triazole and tetrazole derivatives

Pharmacogenomics

Drug-label and guideline annotations from PharmGKB and CPIC.

• EMA label: CYP3A4

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
Febrile neutropenia	1210.5
Product use in unapproved indication	726.3
Drug interaction	671.5
Pseudoaldosteronism	511.1
Neutropenia	465.0
Acute myeloid leukaemia	458.5
Septic shock	453.4
Aspergillus infection	444.2
Graft versus host disease	438.9
Acute myeloid leukaemia recurrent	428.9
Pneumonia fungal	359.5
Mucormycosis	357.4

Chemical structure

• Molecular formula: C₃₇H₄₂F₂N₈O₄
• Molecular weight: 700.79 g/mol
• CAS number: 171228-49-2
• InChIKey: RAGOYPUPXAKGKH-XAKZXMRKSA-N
• PubChem CID: 468595

CC[C@@H]([C@H](C)O)N1N=CN(C1=O)C1=CC=C(C=C1)N1CCN(CC1)C1=CC=C(OC[C@@H]2CO[C@](CN3C=NC=N3)(C2)C2=CC=C(F)C=C2F)C=C1

Frequently asked questions

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

What is Posaconazole used for?

DrugCentral lists the following indications for Posaconazole: Aspergillosis, Candidiasis, Candidiasis of mouth, Chromoblastomycosis, Coccidioidomycosis, Fusarium infection, Mucormycosis and Mycetoma and others.

How does Posaconazole work?

Its molecular targets in DrugCentral include ERG11 (inhibitor), CYP51, cyp51B and Sterol 14-alpha-demethylase.

When was Posaconazole first approved?

Posaconazole was first approved by the FDA in 2006.

What drug class does Posaconazole belong to?

Posaconazole is in the Azole Antifungal class.

What is the chemical formula of Posaconazole?

Posaconazole has the molecular formula C37H42F2N8O4 and a molecular weight of 700.79 g/mol.

Sources

• DrugCentral drug card 3483 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1397 — compound record and bioactivity
• PubChem CID 468595 — chemical identifiers
• DrugBank DB01263 — drug record
• FDA UNII 6TK1G07BHZ — substance identity
• DailyMed: FDA labels for Posaconazole — current prescribing information (label search)
• UniProt Q9UNU6 (CYP8B1) — target protein
• UniProt Q9UNQ0 (ABCG2) — target protein
• UniProt P08684 (CYP3A4) — target protein
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
• PharmGKB / CPIC — pharmacogenomic label annotations

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