Bosentan
- Bosentan
- 147536-97-8
- Tracleer
- bosentan anhydrous
- Actelion
- Create:2005-06-24
- Modify:2025-01-11
- 4-t-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- bosentan
- bosentan anhydrous
- bosentan monohydrate
- Ro 47 0203
- Ro 47-0203
- Ro 470203
- Ro-47-0203
- Tracleer
- Bosentan
- 147536-97-8
- Tracleer
- bosentan anhydrous
- Actelion
- Ro 47-0203
- bosentanum
- Bosentan [USAN:INN:BAN]
- Bosentan (INN)
- Ro-47-0203
- 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]benzenesulfonamide
- Anhydrous bosentan
- p-tert-Butyl-N-(6-(2-hydroxyethoxy)-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl)benzenesulfonamide
- Ro 47-0203/039
- UNII-XUL93R30K2
- DTXSID7046627
- BOSENTAN [INN]
- BOSENTAN [MI]
- Tracleer (TN)
- Benzenesulfonamide, 4-(1,1-dimethylethyl)-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-
- BOSENTAN [WHO-DD]
- CHEMBL957
- XUL93R30K2
- 4-(1,1-Dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl)benzenesulfornamide
- 4-(tert-butyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-[2,2'-bipyrimidin]-4-yl)benzenesulfonamide
- DTXCID5026627
- CHEBI:51450
- Ro-47-0203/029
- 147536-97-8 (free)
- 4-(1,1-Dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl) benzenesulfornamide
- Benzenesulfonamide, 4-(1,1-dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)(2,2'-bipyrimidin)-4-yl)-
- NCGC00167440-01
- Ro-470203029
- Ro-47-0203-029
- 4-tert-butyl-n-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl]benzenesulfonamide
- BOSENTAN [VANDF]
- Ro 47-0203/029
- BOSENTAN (USP-RS)
- BOSENTAN [USP-RS]
- BOSENTAN [ORANGE BOOK]
- CHEBI:31300
- BOSENTAN MONOHYDRATE [MI]
- 1174918-31-0
- 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide
- 4-tert-butyl-N-[6-(2-hydroxyethyloxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-yl-pyrimidin-4-yl]benzenesulfonamide
- UNII-Q326023R30
- CAS-147536-97-8
- BOSENTAN MONOHYDRATE [WHO-DD]
- BOSENTAN MONOHYDRATE [EMA EPAR]
- SR-05000001532
- 174227-18-0
- N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-yl-pyrimidin-4-yl]-4-tert-butyl-benzenesulfonamide
- 4-tert-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl)benzene-1-sulfonamide
- 4-tert-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl)benzenesulfonamide
- Bosentan (Standard)
- 4-t-butyl-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl)benzenesulfonamide
- KS-5062
- starbld0043886
- Benzenesulfonamide, 4-(1,1-dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)(2,2'-bipyrimidin)-4-yl)-, monohydrate
- BENZENESULFONAMIDE, 4-(1,1-DIMETHYLETHYL)-N-(6-(2-HYDROXYETHOXY)-5-(2-METHOXYPHENOXY)(2,2'BIPYRIMIDIN)-4-YL)-, MONOHYDRATE
- Ro-47-0203/039
- SCHEMBL4218
- GTPL3494
- HY-A0013R
- C02KX01
- GJPICJJJRGTNOD-UHFFFAOYSA-N
- GLXC-03123
- HMS2090N14
- HMS3652F15
- HMS3715N05
- HMS3750A13
- BCP05202
- HY-A0013
- Tox21_112444
- AC-148
- BDBM50061101
- PDSP1_001731
- PDSP2_001714
- s4220
- AKOS015852063
- Tox21_112444_1
- BCP9000445
- CCG-221182
- CS-0381
- DB00559
- SB17356
- NCGC00167440-02
- BB164259
- DA-71682
- B5118
- NS00008194
- SW199648-3
- D07538
- EN300-120648
- W18800
- AB01275536-01
- L001086
- Q419769
- J-008366
- SR-05000001532-1
- SR-05000001532-2
- SR-05000001532-4
- BRD-K74763371-002-04-0
- Z1530532762
- 4-(1,1-Dimethylethyl)-N-(6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-(2,2''-bipyrimidin)-4-yl) benzenesulfornamide
- 4-(tert-Butyl)-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]benzenesulfonamide
- 4-tert butyl-N-[4-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(2-pyrimidinyl)pyrimidin-6-yl]benzenesulphonamide
- 4-tert-Butyl-N-[6-(2-hydroxy-ethoxy)-5-(2-methoxy-phenoxy)-[2,2']bipyrimidinyl-4-yl]-benzenesulfonamide
- 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-[2,2'-bipyrimidin]-4-yl]benzene-1-sulfonamide
- 4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2,2''-bipyrimidin-4-yl]benzenesulfonamide
- 4-tert-Butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzenesulfonamide
- K86
202.0717 100
280.0828 49.50
203.0762 15.28
281.0855 8.68
149.0447 8.12
552.1911 100
553.1943 29.21
508.1642 3.17
202.071 1.43
311.1005 1.26
552.1911 999
553.1941 295
554.1925 71
552.1911 999
553.1943 291
508.1642 31
202.071 14
311.1005 12
Use (kg; approx.) in Germany (2009): >100
Consumption (g per capita; approx.) in Germany (2009): 0.00122
Calculated removal (%): 15.4
H302 (27.3%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (18.2%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H315 (27.3%): Causes skin irritation [Warning Skin corrosion/irritation]
H317 (18.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]
H319 (27.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H332 (27.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H335 (18.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H361 (63.6%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
H412 (27.3%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P203, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
Aggregated GHS information provided per 11 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
Acute Tox. 4 (27.3%)
Acute Tox. 4 (18.2%)
Skin Irrit. 2 (27.3%)
Skin Sens. 1 (18.2%)
Eye Irrit. 2 (27.3%)
Acute Tox. 4 (27.3%)
STOT SE 3 (18.2%)
Repr. 2 (63.6%)
Aquatic Chronic 3 (27.3%)
Acute Tox. 4 (50%)
Repr. 1B (25%)
Repr. 2 (75%)
Aquatic Chronic 3 (75%)
Bosentan is associated with elevations in serum aminotransferase levels above three times the upper limit of the normal range (ULN) in 3% to 18% of patients, averaging 7.6% using currently recommended doses. The enzyme elevations are usually self-limited and are rarely accompanied by symptoms, but can be more marked and persist and require dose reduction or discontinuation (in 3% to 4% of patients). Monthly monitoring of serum aminotransferase levels is recommended, with discontinuation for levels above 8 times the ULN or for values above 5 times the ULN that persist. There have also been rare reports of clinically apparent liver injury with jaundice associated with bosentan use. The onset of illness was usually within 1 to 6 months of starting bosentan, but cases arising during chronic therapy have also been described (Case 1). The enzyme pattern has typically been hepatocellular or mixed. Immunoallergic features are usually not present and autoantibodies are usually absent or present in low titer. Some cases have been severe and fatalities have been reported, but there have been no published reports of chronic hepatitis or vanishing bile duct syndrome attributed to bosentan. Autoimmune and immunoallergic features are usually not present.
Likelihood score: C (probable cause of clinically apparent liver injury).
M Chen, V Vijay, Q Shi, Z Liu, H Fang, W Tong. FDA-Approved Drug Labeling for the Study of Drug-Induced Liver Injury, Drug Discovery Today, 16(15-16):697-703, 2011. PMID:21624500 DOI:10.1016/j.drudis.2011.05.007
M Chen, A Suzuki, S Thakkar, K Yu, C Hu, W Tong. DILIrank: the largest reference drug list ranked by the risk for developing drug-induced liver injury in humans. Drug Discov Today 2016, 21(4): 648-653. PMID:26948801 DOI:10.1016/j.drudis.2016.02.015
◉ Summary of Use during Lactation
A study in one patient taking bosentan during breastfeeding found very low levels in milk. Another woman breastfed her preterm newborn while taking bosentan and sildenafil with no adverse effects reported. Amounts ingested by the infant are far below doses given to treat infants and would not be expected to cause any adverse effects in breastfed infants.
◉ Effects in Breastfed Infants
A 23-year-old woman with congenital heart disease and pulmonary hypertension was treated during pregnancy with bosentan and sildenafil in unspecified dosages. These drugs and warfarin were continued postpartum. Her infant was delivered at 30 weeks by cesarean section and weighed 1.41 kg at birth. She nursed the infant in the neonatal intensive care unit for 11 weeks "with good outcome" according to the authors, but the infant died at 26 weeks from a respiratory syncytial virus infection.[2]
A woman breastfeeding her 21-month-old infant was taking 20 mg of sildenafil 3 times daily and 125 mg of bosentan twice daily to treat pulmonary arterial hypertension. The drugs were begun more than 6 months postpartum. The mother did not report any possible adverse effects, serious health problem or hospitalization of the infant in the period from birth until day 651 postpartum when the infant continued to be partially breastfed.[1]
◉ Effects on Lactation and Breastmilk
Relevant published information was not found as of the revision date.
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=GJPICJJJRGTNOD-UHFFFAOYSA-N
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusBosentan [USAN:INN:BAN]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0147536978ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
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