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Pentamidinisetionat

Pentamidine Isethionate

HCID 8813
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Grundinformationen

CAS
140-64-7
Standard-SMILES
N=C(N)c1ccc(OCCCCCOc2ccc(C(=N)N)cc2)cc1.O=S(=O)(O)CCO.O=S(=O)(O)CCO
InChIKey
YBVNFKZSMZGRAD-UHFFFAOYSA-N
Summenformel
C19H24N4O2.2C2H6O4S
Durchschnittliche Molmasse
592,7 g/mol
Monoisotopische Masse
592,18728571

Überblick

Pentamidine isethionate appears as odorless white or almost white crystals or powder. Odor also reported as a slight butyric odor. Very bitter taste. pH (5% aqueous solution) 4.5-6.5. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Pentamidine Isethionate
IUPAC
4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;bis(2-hydroxyethanesulfonic acid)
Lokaler Name
Pentamidinisetionat
Englischer Name
Pentamidine isethionate
Summenformel
C23H36N4O10S2
Molmasse
592.68

Namen und Synonyme

PENTAMIDINE ISETHIONATE140-64-7Pentamidine diisethionate4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate)Pentamidine isetionatePentacarinatPentamidine diisetionateNebupentLomidinPneumopentDiamidineLomidine isoethionate
Weitere Namen anzeigen
2512RPM&B-800RP-2512BenambaxAeropentBanaMbax
PENTAMUSAF XR-10DTXSID5023796RP 2512OCZ103-OSPentamidini isetionasWR 4931V2P3K60DA2

Datenbank-Bezeichner

CAS
140-64-7
PubChem CID
8813
DTXSID
DTXSID5023796
ChEMBL
CHEMBL361506
ChEBI
CHEBI:7977
UNII
V2P3K60DA2

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
284 Ų
H-Brücken-Donoren
8
H-Brücken-Akzeptoren
12
Frei drehbare Bindungen
14
Schwere Atome
39
Formalladung
0
Komplexität
493

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Pharmaceuticals
Solubility · 6 Einträge

greater than or equal to 100 mg/mL at 66 °F (NTP, 1992)

Water > 30 (mg/mL)

Acetate buffer, pH 4 ~2.5 (mg/mL)

Carbonate buffer, pH 9 < 1 (mg/mL)

0.1 N HCl ~2.5 (mg/mL)

0.1 NaOH < 1 (mg/mL)

Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point370 to 378 °F (NTP, 1992)
Physical DescriptionPentamidine isethionate appears as odorless white or almost white crystals or powder. Odor also reported as a slight butyric odor. Very bitter taste. pH (5% aqueous solution) 4.5-6.5. (NTP, 1992)
Stability/Shelf Life · 1 Eintrag

Bulk: The compound was found to be stable in the bulk form when exposed to light at ambient or 60 ° C temperature for 90 days. Solution: Pentamidine isethionate was found to be stable as a solution in normal saline at room temperature over a 72 hour period.

Collision Cross Section

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 70 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 Eintrag

SYMPTOMS: Symptoms of exposure to this compound include fall in blood pressure, hypotension, hypoglycemia, dizziness, tachycardia, flushing, itching and an increase in blood urea. Other symptoms include pain and abscess formation at the site of injection, hyperglycemia, hematological disturbances, vomiting, liver and kidney dysfunction, dizziness, headache, breathlessness and fainting. It has caused local reactions and reversible uremia in an infant. It has also caused fever and profound fatal acidosis in a teen. It can cause hemorrhage and dermatitis via intramuscular routes. Other symptoms include cardiac arrhythmias, leukopenia, hypocalcemia, Stevens-Johnson syndrome, thrombocytopenia, confusion and hallucinations. Symptoms of exposure to a related compound include convulsions and liver and kidney damage. Other symptoms include pancreatitis. It may also cause diabetes mellitus.

Hazards SummaryImmunological contact urticaria documented in pharmaceutical and healthcare workers; [Kanerva, p. 219]
Reactive GroupAlcohols and Polyols

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

P01CX01

P - Antiparasitic products, insecticides and repellents

Metabolism/MetabolitesHepatic. Half Life: 9.1-13.2 hours
FDA Pharmacological Classification · 2 Einträge

PENTAMIDINE ISETHIONATE

Antiprotozoal [EPC]

MeSH Pharmacological Classification · 3 Einträge

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.

Substances that are destructive to protozoans.

Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA.

Verwendung und Herstellung

UsesFor the treatment of pneumonia due to <i>Pneumocystis carinii</i>.
Anwendungen · 1 Eintrag

VerwendenPentamidine isethionate salt has been used:as a positive control for anti-leishmanial, anti-plasmodial and cytotoxic assaysas a prototypical compound to analyse the inhibitor effect on human ether-a-go-go-related gene (HERG) K+ channel traffickingas an anti-leishmanial agent in promastigotes

Anbieter100 Anbieter

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EC Number
205-424-1
174.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
188 · 188-194 °C(lit.)
storage temp.
2 · 2-8°C
Löslichkeit
Freely soluble in water, sparingly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
Aggregatzustand
powder
Farbe
White to Off-White
Merck
13 · 13,7192
Stabilität
Hygroscopic
Major Application
pharmaceutical (small molecule)
InChIKey
YBVNFKZSMZGRAD-UHFFFAOYSA-N
SMILES
C1(OCCCCCOC2=CC=C(C(=N)N)C=C2)C=CC(C(N)=N)=CC=1.C(CO)S(=O)(=O)O.C(CO)S(=O)(=O)O
CAS Datenbank
140 · 140-64-7(CAS DataBase Reference)
EPA chemische Informationen
2 · Ethanesulfonic acid, 2-hydroxy-, compd. with 4,4'-[1,5-pentanediylbis(oxy)]bis[benzenecarboximidamide] (2:1) (140-64-7)
Reactivity Profile
Can decompose on prolonged exposure to light.
Air and Water ReactionsHygroscopic. May be sensitive to prolonged exposure to air. Aqueous solutions deteriorate on storage. Water soluble.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxikologische Informationen

Exposure RoutesAbsorbed poorly through the gastrointestinal tract and is usually administered parenterally.
Toxicity SummaryThe mode of action of pentamidine is not fully understood. It is thought that the drug interferes with nuclear metabolism producing inhibition of the synthesis of DNA, RNA, phospholipids, and proteins.
Signs and SymptomsSymptoms of overdose include pain, nausea, anorexia, hypotension, fever, rash, bad taste in mouth, confusion/hallucinations, dizziness, and diarrhea.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Pentamidine isethionate

vLess-DILI-concern

3

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

wgk
3
ridadr
3249
hs_code
2925294500
RTECS-Nr.
CV6500000
risk_code
36/37/38-43
Toxizität
LD50 intraperitoneal in mouse: 63mg/kg
hazard_code
Xi
safety_code
26-36/37
hazard_class
6.1(b)
packing_group
III
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
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Ergänzende Hinweise

DefinitionChEBI: An organosulfonate salt obtained by reaction of pentamidine with two equivalents of 2-hydroxyethylsulfonic acid.