T6069
Thio-TEPA
Synonym(s):
N,N′,N″-Triethylenethiophosphoramide, Thio-Tep, Thiofozil, Thiotef, Tio-tef, Tiofosfamid, Tiofosyl, Tiofozil, Tris(aziridinyl)phosphine sulfide
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About This Item
Empirical Formula (Hill Notation):
C6H12N3PS
CAS Number:
Molecular Weight:
189.22
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
200-135-7
MDL number:
form
solid
Quality Level
storage condition
(Keep container tightly closed in a dry and well-ventilated place.)
color
white
antibiotic activity spectrum
neoplastics
mode of action
DNA synthesis | interferes
storage temp.
2-8°C
SMILES string
S=P(N1CC1)(N2CC2)N3CC3
InChI
1S/C6H12N3PS/c11-10(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2
InChI key
FOCVUCIESVLUNU-UHFFFAOYSA-N
General description
Chemical structure: aziridine
Application
A polyfunctional alkylating agent
Biochem/physiol Actions
The unstable nitrogen-carbon groups alkylate with DNA which causes irreversible DNA damage. They stop tumor growth by crosslinking guanine nucleobases in DNA double-helix strands, directly attacking DNA. The DNA strands are unable to uncoil and separate which halts cell division.
Analysis Note
Solubility - freely soluble in water , in chloroform and in ethanol (96%)
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral - Carc. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Ki Woong Sung et al.
Neuro-oncology, 15(3), 352-359 (2012-12-22)
We assessed the feasibility and effectiveness of reduced-dose craniospinal (CS) radiotherapy (RT) followed by tandem high-dose chemotherapy and autologous stem cell transplantation (HDCT/autoSCT) in reducing late adverse effects without jeopardizing survival among children with high-risk medulloblastoma (MB). From October 2005
Samuel A Bobholz et al.
Tomography (Ann Arbor, Mich.), 6(2), 160-169 (2020-06-18)
Magnetic resonance (MR)-derived radiomic features have shown substantial predictive utility in modeling different prognostic factors of glioblastoma and other brain cancers. However, the biological relationship underpinning these predictive models has been largely unstudied, and the generalizability of these models had
B Kasenda et al.
Annals of oncology : official journal of the European Society for Medical Oncology, 23(10), 2670-2675 (2012-04-05)
High-dose chemotherapy followed by autologous stem-cell transplantation (HCT-ASCT) is a promising approach in eligible patients with primary central nervous system lymphoma (PCNSL). We report long-term data of patients who were treated according to HCT-ASCT containing protocols. We analyzed survival and