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Details

Stereochemistry ABSOLUTE
Molecular Formula C37H42F2N8O4
Molecular Weight 700.7774
Optical Activity ( - )
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POSACONAZOLE

SMILES

CC[C@@H]([C@H](C)O)N1N=CN(C1=O)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(OC[C@@H]5CO[C@](CN6C=NC=N6)(C5)C7=CC=C(F)C=C7F)C=C4

InChI

InChIKey=RAGOYPUPXAKGKH-XAKZXMRKSA-N
InChI=1S/C37H42F2N8O4/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3/t26-,27+,35-,37-/m0/s1

HIDE SMILES / InChI

Molecular Formula C37H42F2N8O4
Molecular Weight 700.7774
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18035188

Posaconazole is a triazole antifungal drug that is used to treat invasive infections by Candida species and Aspergillus species in severely immunocompromised patients. It marketed in the United States, the European Union, and in other countries by Schering-Plough under the trade name Noxafil. Noxafil is used for prophylaxis of invasive Aspergillus and Candida infections in patients, 13 years of age and older, who are at high risk of developing these infections due to being severely immunocompromised as a result of procedures such as hematopoietic stem cell transplant (HSCT) recipients with graft-versus-host disease (GVHD), or due to hematologic malignancies with prolonged neutropenia from chemotherapy. Also for the treatment of oropharyngeal candidiasis, including oropharyngeal candidiasis refractory to itraconazole and/or fluconazole. Posaconazole blocks the synthesis of ergosterol, a key component of the fungal cell membrane, through the inhibition of cytochrome P-450 dependent enzyme lanosterol 14α-demethylase responsible for the conversion of lanosterol to ergosterol in the fungal cell membrane. This results in an accumulation of methylated sterol precursors and a depletion of ergosterol within the cell membrane thus weakening the structure and function of the fungal cell membrane. This may be responsible for the antifungal activity of posaconazole. It is absorbed within three to five hours and predominately eliminated through the liver, and has a half-life of about 35 hours. Oral administration of posaconazole taken with a high-fat meal exceeds 90% bioavailability and increases the concentration by four times compared to fasting state.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
25.0 nM [Kd]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
NOXAFIL

Approved Use

Noxafil is an azole antifungal agent indicated for: injection, delayed-release tablets, and oral suspension prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as HSCT recipients with GVHD or those with hematologic malignancies with prolonged neutropenia from chemotherapy. (1.1) Oral suspension treatment of oropharyngeal candidiasis (OPC), including OPC refractory (rOPC) to itraconazole and/or fluconazole. (1.2) 1.1 Prophylaxis of Invasive Aspergillus and Candida Infections Noxafil® injection, delayed-release tablets, and oral suspension are indicated for prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as hematopoietic stem cell transplant (HSCT) recipients with graft-versus-host disease (GVHD) or those with hematologic malignancies with prolonged neutropenia from chemotherapy. Noxafil injection is indicated in patients 18 years of age and older. Noxafil delayed-release tablets and oral suspension are indicated in patients 13 years of age and older. 1.2 Treatment of Oropharyngeal Candidiasis Including Oropharyngeal Candidiasis Refractory to Itraconazole and/or Fluconazole Noxafil oral suspension is indicated for the treatment of oropharyngeal candidiasis, including oropharyngeal candidiasis refractory to itraconazole and/or fluconazole.

Launch Date

2006
Preventing
NOXAFIL

Approved Use

Noxafil is an azole antifungal agent indicated for: injection, delayed-release tablets, and oral suspension prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as HSCT recipients with GVHD or those with hematologic malignancies with prolonged neutropenia from chemotherapy. (1.1) Oral suspension treatment of oropharyngeal candidiasis (OPC), including OPC refractory (rOPC) to itraconazole and/or fluconazole. (1.2) 1.1 Prophylaxis of Invasive Aspergillus and Candida Infections Noxafil® injection, delayed-release tablets, and oral suspension are indicated for prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as hematopoietic stem cell transplant (HSCT) recipients with graft-versus-host disease (GVHD) or those with hematologic malignancies with prolonged neutropenia from chemotherapy. Noxafil injection is indicated in patients 18 years of age and older. Noxafil delayed-release tablets and oral suspension are indicated in patients 13 years of age and older. 1.2 Treatment of Oropharyngeal Candidiasis Including Oropharyngeal Candidiasis Refractory to Itraconazole and/or Fluconazole Noxafil oral suspension is indicated for the treatment of oropharyngeal candidiasis, including oropharyngeal candidiasis refractory to itraconazole and/or fluconazole.

Launch Date

2006
Curative
NOXAFIL

Approved Use

Noxafil is an azole antifungal agent indicated for: injection, delayed-release tablets, and oral suspension prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as HSCT recipients with GVHD or those with hematologic malignancies with prolonged neutropenia from chemotherapy. (1.1) Oral suspension treatment of oropharyngeal candidiasis (OPC), including OPC refractory (rOPC) to itraconazole and/or fluconazole. (1.2) 1.1 Prophylaxis of Invasive Aspergillus and Candida Infections Noxafil® injection, delayed-release tablets, and oral suspension are indicated for prophylaxis of invasive Aspergillus and Candida infections in patients who are at high risk of developing these infections due to being severely immunocompromised, such as hematopoietic stem cell transplant (HSCT) recipients with graft-versus-host disease (GVHD) or those with hematologic malignancies with prolonged neutropenia from chemotherapy. Noxafil injection is indicated in patients 18 years of age and older. Noxafil delayed-release tablets and oral suspension are indicated in patients 13 years of age and older. 1.2 Treatment of Oropharyngeal Candidiasis Including Oropharyngeal Candidiasis Refractory to Itraconazole and/or Fluconazole Noxafil oral suspension is indicated for the treatment of oropharyngeal candidiasis, including oropharyngeal candidiasis refractory to itraconazole and/or fluconazole.

Launch Date

2006
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2764 ng/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
935 ng/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FASTED
1060 ng/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
2840 ng/mL
300 mg single, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
3280 ng/mL
300 mg 1 times / day multiple, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
POSACONAZOLE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
9093 ng × h/mL
400 mg 2 times / day steady-state, oral
dose: 400 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
51618 ng × h/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
26200 ng × h/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FASTED
38400 ng × h/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: FED
46400 ng × h/mL
300 mg single, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
36100 ng × h/mL
300 mg 1 times / day multiple, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
POSACONAZOLE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
31.7 h
400 mg 2 times / day steady-state, oral
dose: 400 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
31 h
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
24.6 h
300 mg single, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
2%
300 mg single, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
[NO STEREO] POSACONAZOLE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
2%
300 mg 1 times / day multiple, intravenous
dose: 300 mg
route of administration: Intravenous
experiment type: MULTIPLE
co-administered:
POSACONAZOLE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.3
unhealthy, 51.55
n = 237
Health Status: unhealthy
Condition: Invasive fungal infections
Age Group: 51.55
Sex: M+F
Population Size: 237
Sources: Page: p.3
Disc. AE: Rash...
AEs leading to
discontinuation/dose reduction:
Rash (0.84%)
Sources: Page: p.3
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Disc. AE: Hepatic enzyme increased...
Other AEs: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Hepatic enzyme increased (67%)
Other AEs:
Nausea (67%)
Vomiting (67%)
Diarrhea (67%)
Somnolence (67%)
Sources: Page: p.1310
200 mg 3 times / day multiple, oral
Recommended
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources: Page: p.12
unhealthy
n = 605
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Population Size: 605
Sources: Page: p.12
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (2%)
Vomiting (2%)
Hepatic enzymes increased (2%)
Sources: Page: p.12
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Sources: Page: p.1
Disc. AE: Arrhythmia, Electrocardiogram QTc interval prolonged...
AEs leading to
discontinuation/dose reduction:
Arrhythmia
Electrocardiogram QTc interval prolonged
Hepatotoxicity
Sources: Page: p.1
400 mg 1 times / day multiple, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: multiple
Dose: 400 mg, 1 times / day
Sources: Page: p.13
unhealthy
n = 557
Health Status: unhealthy
Condition: Oropharyngeal Candidiasis
Population Size: 557
Sources: Page: p.13
Disc. AE: Pneumonia...
AEs leading to
discontinuation/dose reduction:
Pneumonia (1%)
Sources: Page: p.13
400 mg 2 times / day multiple, oral
Recommended
Dose: 400 mg, 2 times / day
Route: oral
Route: multiple
Dose: 400 mg, 2 times / day
Sources: Page: p.14
unhealthy
n = 239
Health Status: unhealthy
Condition: Oropharyngeal Candidiasis
Population Size: 239
Sources: Page: p.14
Disc. AE: Pulmonary function impairment, AIDS...
AEs leading to
discontinuation/dose reduction:
Pulmonary function impairment (3%)
AIDS (7%)
Sources: Page: p.14
AEs

AEs

AESignificanceDosePopulation
Rash 0.84%
Disc. AE
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.3
unhealthy, 51.55
n = 237
Health Status: unhealthy
Condition: Invasive fungal infections
Age Group: 51.55
Sex: M+F
Population Size: 237
Sources: Page: p.3
Diarrhea 67%
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Nausea 67%
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Somnolence 67%
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Vomiting 67%
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Hepatic enzyme increased 67%
Disc. AE
1600 mg 1 times / day multiple, oral
Highest studied dose
Dose: 1600 mg, 1 times / day
Route: oral
Route: multiple
Dose: 1600 mg, 1 times / day
Sources: Page: p.1310
unhealthy
n = 3
Health Status: unhealthy
Condition: Invasive fungal infections
Population Size: 3
Sources: Page: p.1310
Hepatic enzymes increased 2%
Disc. AE
200 mg 3 times / day multiple, oral
Recommended
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources: Page: p.12
unhealthy
n = 605
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Population Size: 605
Sources: Page: p.12
Nausea 2%
Disc. AE
200 mg 3 times / day multiple, oral
Recommended
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources: Page: p.12
unhealthy
n = 605
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Population Size: 605
Sources: Page: p.12
Vomiting 2%
Disc. AE
200 mg 3 times / day multiple, oral
Recommended
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources: Page: p.12
unhealthy
n = 605
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Population Size: 605
Sources: Page: p.12
Arrhythmia Disc. AE
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Sources: Page: p.1
Electrocardiogram QTc interval prolonged Disc. AE
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Sources: Page: p.1
Hepatotoxicity Disc. AE
300 mg 2 times / day multiple, intravenous
Recommended
Dose: 300 mg, 2 times / day
Route: intravenous
Route: multiple
Dose: 300 mg, 2 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Aspergillus infections|Candida infections
Sources: Page: p.1
Pneumonia 1%
Disc. AE
400 mg 1 times / day multiple, oral
Recommended
Dose: 400 mg, 1 times / day
Route: oral
Route: multiple
Dose: 400 mg, 1 times / day
Sources: Page: p.13
unhealthy
n = 557
Health Status: unhealthy
Condition: Oropharyngeal Candidiasis
Population Size: 557
Sources: Page: p.13
Pulmonary function impairment 3%
Disc. AE
400 mg 2 times / day multiple, oral
Recommended
Dose: 400 mg, 2 times / day
Route: oral
Route: multiple
Dose: 400 mg, 2 times / day
Sources: Page: p.14
unhealthy
n = 239
Health Status: unhealthy
Condition: Oropharyngeal Candidiasis
Population Size: 239
Sources: Page: p.14
AIDS 7%
Disc. AE
400 mg 2 times / day multiple, oral
Recommended
Dose: 400 mg, 2 times / day
Route: oral
Route: multiple
Dose: 400 mg, 2 times / day
Sources: Page: p.14
unhealthy
n = 239
Health Status: unhealthy
Condition: Oropharyngeal Candidiasis
Population Size: 239
Sources: Page: p.14
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer









Drug as perpetrator​Drug as victim
PubMed

PubMed

TitleDatePubMed
In vitro studies of activities of the antifungal triazoles SCH56592 and itraconazole against Candida albicans, Cryptococcus neoformans, and other pathogenic yeasts.
1997 Jan
Activity of SCH 56592 compared with those of fluconazole and itraconazole against Candida spp.
1997 Oct
In vitro susceptibilities of Candida bloodstream isolates to the new triazole antifungal agents BMS-207147, Sch 56592, and voriconazole.
1998 Dec
Comparison of In vitro activities of the new triazole SCH56592 and the echinocandins MK-0991 (L-743,872) and LY303366 against opportunistic filamentous and dimorphic fungi and yeasts.
1998 Oct
In vitro activities of posaconazole (Sch 56592) compared with those of itraconazole and fluconazole against 3,685 clinical isolates of Candida spp. and Cryptococcus neoformans.
2001 Oct
Activities of caspofungin, itraconazole, posaconazole, ravuconazole, voriconazole, and amphotericin B against 448 recent clinical isolates of filamentous fungi.
2003 Aug
In vitro activities of posaconazole, fluconazole, itraconazole, voriconazole, and amphotericin B against a large collection of clinically important molds and yeasts.
2006 Jun
Potential synergistic activity of antimycotic substances in combination with human platelets against Aspergillus fumigatus.
2010 Jun
Isavuconazole: a comprehensive review of spectrum of activity of a new triazole.
2010 Nov
A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
2013 Nov
Patents

Sample Use Guides

Injection: Loading dose: 300 mg Noxafil injection intravenously twice a day on the first day. Maintenance dose: 300 mg Noxafil injection intravenously once a day, starting on the second day. Oral suspension: Prophylaxis of invasive Aspergillus and Candida infections: 200 mg (5 mL) three times a day. Oropharyngeal Candidiasis: Loading dose: 100 mg (2.5 mL) twice a day on the first day. Maintenance dose: 100 mg (2.5 mL) once a day for 13 days.
Route of Administration: Other
In Vitro Use Guide
Curator's Comment: The HL-60 leukemia cell line was differentiated to a neutrophil-like phenotype (dHL-60 cells) then exposed to a range of posaconazole concentrations. The functional capacity and antifungal activity of these cells were assessed in vitro. Posaconazole accumulates to high concentrations in dHL-60 cells, and increases their antifungal activity in vitro and in vivo.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:37:24 GMT 2023
Edited
by admin
on Fri Dec 15 15:37:24 GMT 2023
Record UNII
6TK1G07BHZ
Record Status Validated (UNII)
Record Version
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Name Type Language
POSACONAZOLE
EMA EPAR   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
INN   USAN  
Official Name English
2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol
Systematic Name English
Posaconazole [WHO-DD]
Common Name English
4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)oxolan-3-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2-[(2S,3S)-2-hydroxypentan-3-yl]-1,2,4-triazol-3-one
Systematic Name English
3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-(1-ethyl-2-hydroxypropyl)-2,4-dihydro-, [3R-[3α(1S*,2S*),5α]]-
Systematic Name English
POSACONAZOLE [MI]
Common Name English
POSACONAZOLE [HSDB]
Common Name English
POSACONAZOLE [EMA EPAR]
Common Name English
POSACONAZOLE [VANDF]
Common Name English
posaconazole [INN]
Common Name English
POSACONAZOLE [ORANGE BOOK]
Common Name English
POSACONAZOLE [USAN]
Common Name English
D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-
Systematic Name English
SCH-56592
Code English
(-)-POSACONAZOLE
Common Name English
POSACONAZOLE [MART.]
Common Name English
NOXAFIL
Brand Name English
POSACONAZOLE [JAN]
Common Name English
POSACONAZOLE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
NDF-RT N0000008217
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
WHO-ATC J02AC04
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
WHO-VATC QJ02AC04
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
NCI_THESAURUS C514
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
NDF-RT N0000175487
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
CFR 21 CFR 524.1610
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
FDA ORPHAN DRUG 850521
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
FDA ORPHAN DRUG 187604
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
FDA ORPHAN DRUG 539016
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
LIVERTOX NBK548934
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
Code System Code Type Description
DAILYMED
6TK1G07BHZ
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
NCI_THESAURUS
C61500
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
USAN
JJ-48
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
RXCUI
282446
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY RxNorm
EVMPD
SUB20322
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
SMS_ID
100000089529
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
CAS
171228-49-2
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
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MERCK INDEX
m8993
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY Merck Index
CHEBI
64355
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
HSDB
7421
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
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ChEMBL
CHEMBL1397
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
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WIKIPEDIA
POSACONAZOLE
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
DRUG CENTRAL
3483
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
INN
7713
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
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FDA UNII
6TK1G07BHZ
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
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PUBCHEM
468595
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID6049066
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
DRUG BANK
DB01263
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
MESH
C101425
Created by admin on Fri Dec 15 15:37:24 GMT 2023 , Edited by admin on Fri Dec 15 15:37:24 GMT 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
TRANSPORTER -> SUBSTRATE
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
EXCRETED UNCHANGED
AMOUNT EXCRETED
URINE
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
BINDER->LIGAND
BINDING
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
Related Record Type Details
METABOLITE -> PARENT
MINOR
FECAL; URINE
METABOLITE -> PARENT
MINOR
PLASMA; URINE
METABOLITE -> PARENT
URINE
METABOLITE -> PARENT
up to 28% in plasma, 1.4% urine; major posaconazole-​glucuronide produced from human liver microsomes was mediated via UGT1A4 (In vitro, Drug Metabolism and Disposition, Volume 32, Issue 2, Pages 267-271, Journal 2004)
MAJOR
PLASMA; URINE
METABOLITE -> PARENT
MINOR
FECAL; PLASMA; URINE
Related Record Type Details
IMPURITY -> PARENT
IMPURITY -> PARENT
IMPURITY -> PARENT
process impurity Raw material used for prodcution of starting material SPOE
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC Injection
PHARMACOKINETIC
Oral
PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC
Elimination
PHARMACOKINETIC
Tmax PHARMACOKINETIC