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T6069

Sigma-Aldrich

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:
52-24-4
Molecular Weight:
189.22
EC Number:
200-135-7
MDL number:
MFCD00145452
UNSPSC Code:
51102829
PubChem Substance ID:
24900346
NACRES:
NA.85

form

solid

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

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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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300,H350

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ki Woong Sung et al.
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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.
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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
Anna Maria Raiola et al.
Biology of blood and marrow transplantation : journal of the American Society for Blood and Marrow Transplantation, 19(1), 117-122 (2012-09-04)
Fifty patients with high-risk hematologic malignancies, underwent an unmanipulated haploidentical bone marrow transplantation (BMT), followed by posttransplantation high-dose cyclophosphamide (PT-CY): the myeloablative (MA) conditioning consisted of thiotepa, busulfan, fludarabine (n = 35), or total body irradiation (TBI), fludarabine (n =
Maura Massimino et al.
Pediatric blood & cancer, 60(12), 2031-2035 (2013-07-16)
A protocol for the intensive treatment of non-cerebellar PNET (CNS-PNET) combining chemotherapy and radiotherapy was launched in 2000. Efforts were subsequently made to improve the prognosis and to de-escalate the treatment for selected patient groups. Twenty-eight consecutive patients were enrolled
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