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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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