2-Desoxy-2-(((methylnitrosoamino)-carbonyl)amino)-D-glucopyranose
1-Methyl-1-nitroso-3-(3,4,5,6-tetrahydroxy-1-oxohexan-2-yl)urea
Grundinformationen
- CAS
18883-66-4- Standard-SMILES
CN(N=O)C(=O)NC(C=O)C(O)C(O)C(O)CO- InChIKey
AGRCPNMCOXLKFO-UHFFFAOYSA-N- Summenformel
- C8H15N3O7
- Durchschnittliche Molmasse
- 265,22 g/mol
- Monoisotopische Masse
- 265,09099983
Überblick
See also: Streptozocin (annotation moved to).
Namen und Bezeichner
- Bevorzugter Name
- 1-Methyl-1-nitroso-3-(3,4,5,6-tetrahydroxy-1-oxohexan-2-yl)urea
- IUPAC
- 1-methyl-1-nitroso-3-(3,4,5,6-tetrahydroxy-1-oxohexan-2-yl)urea
- Lokaler Name
- 2-Desoxy-2-(((methylnitrosoamino)-carbonyl)amino)-D-glucopyranose
- Englischer Name
- Streptozotocin
- Summenformel
- C8H15N3O7
- Molmasse
- 265.22
Namen und Synonyme
NSC379172-Deoxy-2-(3-methyl-3-nitrosoureido)-.alpha.(and.beta.)-D-glucopyranose1-methyl-1-nitroso-3-(3,4,5,6-tetrahydroxy-1-oxohexan-2-yl)ureaAKOS024370866NCI60_041900ST51006815N-methyl-N-nitroso{[2-oxo-1-(1,2,3,4-tetrahydroxybutyl)ethyl]amino}carboxamideSTZSTREPTOZOCINSTRZANOSARStreptozotocin (STZ)
Weitere Namen anzeigen
Streptozotocin (U-9889)beta-dimethylacrylshikoninstrzU-9889Stzocin
Datenbank-Bezeichner
- CAS
18883-66-4- PubChem CID
- 5299
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -3,2
- Polarare Oberfläche (TPSA)
- 160 Ų
- H-Brücken-Donoren
- 5
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 300
Physikochemische Eigenschaften
- Schmelzpunkt
- 121 °C · 121 °C (dec.) (lit.)
- Siedepunkt
- 408.44 °C · 408.44°C (rough estimate)
- Dichte
- 1.441 · 1.4410 (rough estimate)
- Brechungsindex
- 1.65 · 1.6500 (estimate)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Soluble in DMSO (up to 25 mg/ml) or in Water (up to 25 mg/ml)
- Aggregatzustand
- powder
- pka
- 1.3 · pKa 1.3 (Uncertain)
- Farbe
- white to light yellow
- Wasserlöslichkeit
- soluble
- Merck
- 13 · 13,8912
- BRN
- 2060675 · 2060675
- Stabilität
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month.
- InChI
- 1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 3-10-21
- wgk
- 3
- ridadr
- 3249
- hs_code
- 29419090
- RTECS-Nr.
- LZ5775000
- risk_code
- 40-61-46-45-22-20/21/22
- Toxizität
- LD50 in female mice (mg/kg): 360 i.p.; 275 i.v.; in male dogs (mg/kg): 50 i.v. (Iwasaki)
- hazard_code
- Xn,T
- safety_code
- 36/37-53-45-36-22
- hazard_class
- 6.1(b)
- packing_group
- III
- Speicherklasse
- 4.1B - Flammable solid hazardous materials
- Giftige Stoffe Daten
- 18883-66-4(Hazardous Substances Data)
- Hazard Classifications
- Carc. 2Flam. Sol. 1Muta. 2
Chemie und Industrie
Anwendungen
BeschreibungStreptozotocin (STZ) was originally identified in the late 1950s as an antibiotic and was discovered in a strain of the soil microbe Streptomyces achromogenes. In the mid-1960s, STZ was found to be selectively toxic to the beta cells of the pancreatic islets and thus it is used in animal model of diabetes and as a medical treatment for cancers of the beta cells. STZ’s use in cancer chemotherapy received Food and Drug Administration approval in July 1982 and the drug was subsequently marketed as Zanosar.
VerwendenStreptozotocin is used in the treatment metastatic cancer of the pancreatic islet cells. Streptozotocin has a highlrisk of toxicity and is generally limited to cancers that are inoperable.
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