CAS Number52-24-4
SynonymsN,N',N''-Triethylenethiophosphoramide; Triethylenethiophosphoramide; EINECS 200-135-7; Tri(1-aziridinyl)phosphine sulfide; 1,1',1″-phosphinothioylidynetris[aziridine]; Phosphorothioic tri(ethyleneamide); N,N',N''-Triethylenethiophosphoramide; MFCD00145452; Tris(aziridinyl)phosphine sulfide; Tri(aziridin-1-yl)phosphine sulfide; thiotepa; 1,1',1″-phosphorothioyltris(aziridine); tris(1-aziridinyl)phosphine sulfide; 1,1',1''-phosphinothioylidynetrisaziridine; 1,1',1''-Phosphorothioyltriaziridine; 1,1',1"-phosphinothioylidynetrisaziridine; T3NTJ APS&- AT3NTJ&- AT3NTJ; Thio-TEPA
Molecular FormulaC6H12N3PS
Molecular Weight189.22
Purity98.00%
Density1.5±0.1 g/cm3
Boiling Point270.2±23.0 °C at 760 mmHg
Melting Point54-57 °C
Appearancewhite crystal or powder
EINECS200-135-7
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 52-24-4 |
| Catalog No. | 2A-9016628 |
| Chinese Name | 塞替派 |
| Synonyms | N,N',N''-Triethylenethiophosphoramide; Triethylenethiophosphoramide; EINECS 200-135-7; Tri(1-aziridinyl)phosphine sulfide; 1,1',1″-phosphinothioylidynetris[aziridine]; Phosphorothioic tri(ethyleneamide); N,N',N''-Triethylenethiophosphoramide; MFCD00145452; Tris(aziridinyl)phosphine sulfide; Tri(aziridin-1-yl)phosphine sulfide; thiotepa; 1,1',1″-phosphorothioyltris(aziridine); tris(1-aziridinyl)phosphine sulfide; 1,1',1''-phosphinothioylidynetrisaziridine; 1,1',1''-Phosphorothioyltriaziridine; 1,1',1"-phosphinothioylidynetrisaziridine; T3NTJ APS&- AT3NTJ&- AT3NTJ; Thio-TEPA |
| Molecular Formula | C6H12N3PS |
| Molecular Weight | 189.22 |
| Purity | 98.00 |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 270.2±23.0 °C at 760 mmHg |
| Melting Point | 54-57 °C |
| Appearance | white crystal or powder |
| Water Solubility | 19 G/100 ML (25 ºC) |
| Storage Condition | Sealed in a cool, dry environment at 2-8ºC. |
| Packaging | II |
| Application | Thio-TEPA is a DNA alkylating agent with anti-tumor effects. |
| EINECS | 200-135-7 |
| HTC | 2933990090 |
| UN(IATA) | UN 2811 |
| PubChem ID | 329751312 |
| MDL Number | MFCD00145452 |
| SMILES | 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 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(a) |
| Risk Codes | R28;R45;R46 |
| Safety Description | S28;S36/37;S45;S53 |
| MSDS | msds/16628_1_52_24_4.pdf |
| Bioactivity | Thio-TEPA is a DNA alkylating agent, with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer Target DNA Alkylator[1] In Vitro Thio-TEPA exhibits alkylating activity in rat liver slice incubation. Thio-TEPA does not affect the viability of rat liver slices, and is not accumulated in the slices at all doses of 2, 5, 10 mM[1]. In Vivo Thio-TEPA (20 mg/kg, i.p.) with total body irradiation (TBI) enhances donor-type blood chimerism during the first 10 weeks but is not dramatically higher than that of TBI group alone. Thio-TEPA alone improves both short- and long-term engraftment in mice[2]. Cell Assay The effect of Thio-TEPA on slice viability is studied by the determination of intracellular potassium (K+) leakage. Intracellular K+ is measured by flame photometry and is expressed in relation to the DNA content as measured using fluorometry. Thio-TEPA is added at concentrations of 1, 2, 5, and 10 mM and slices are incubated for 6, 12, and 24 h. The results are compared with the values found for drug-free controls. Thio-TEPA in medium and slices is measured following 3, 6, and 9 h incubation at the three highest concentrations. Krebs-HEPES buffer is used as the slicing buffer and Waymouth's MB 752/1 medium supplemented with 10 μg gentamycin is used as the incubation medium[1]. Animal Admin Mice[2] Male C57BL/6JIco mice, 19 weeks old, 25 to 30 g, are used as recipients. Congenic C57BL/6J-Gpi-1a/Gpi-1a (B6-Gpi-1a) and BALB.B10LiLa (Gpi-1a) mice are used as a source of syngeneic and allogeneic donor bone marrow, respectively. The latter combination is H-2-compatible (both H-2b), but mismatched on a number of minor histocompatibility loci. Thio-TEPA is dissolved in PBS and injected i.p. at a single bolus of 20 mg/kg. Preliminary pilot experiments have established that this approximated to the maximal tolerated dose when higher doses result in lethal gastrointestinal toxicity. Cyclophosphamide (CY) is dissolved in PBS and administered i.p. at a single dose of 200 mg/kg. Total body irradiation is delivered using a 137Cs γ-irradiation unit at a dose rate of 87 cGy/min to a dose of 5 Gy. After Thio-TEPA treatment the mice are maintained on neomycin (3.5 g/L sterile drinking water) for 2 weeks to minimize the possible problems of endotoxemia via gut toxicity[2]. References [1]. Hagen B, et al. Metabolism and alkylating activity of thio-TEPA in rat liver slice incubation. Cancer Chemother Pharmacol. 1991;28(6):441-7. [2]. Down JD, et al. Thiotepa improves allogeneic bone marrow engraftment without enhancing stem cell depletion in irradiated mice. Bone Marrow Transplant. 1998 Feb;21(4):327-30. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 270.2±23.0 °C at 760 mmHg Melting Point 54-57 °C Molecular Formula C6H12N3PS Molecular Weight 189.218 Flash Point 117.2±22.6 °C Exact Mass 189.048950 PSA 50.93000 LogP 0.52 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.709 InChIKey FOCVUCIESVLUNU-UHFFFAOYSA-N SMILES S=P(N1CC1)(N1CC1)N1CC1 Storage condition 2-8°C Stability Stable. Incompatible with strong oxidizing agents. Water Solubility 19 G/100 ML (25 ºC) |
| Use of | Thio-TEPA is a DNA alkylating agent, with antitumor activity. Properties Articles38 Name thiotepa Synonym More Synonyms Thio-TEPA Biological Activity Description Thio-TEPA is a DNA alkylating agent, with antitumor activity. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker Research Areas >> Cancer DNA Alkylator[1] References [1]. Hagen B, et al. Metabolism and alkylating activity of thio-TEPA in rat liver slice incubation. Cancer Chemother Pharmacol. 1991;28(6):441-7. [2]. Down JD, et al. Thiotepa improves allogeneic bone marrow engraftment without enhancing stem cell depletion in irradiated mice. Bone Marrow Transplant. 1998 Feb;21(4):327-30. Chemical & Physical Properties Molecular Formula C6H12N3PS Exact Mass 189.048950 PSA 50.93000 Index of Refraction 1.709 InChIKey FOCVUCIESVLUNU-UHFFFAOYSA-N Stability Stable. Incompatible with strong oxidizing agents. Water Solubility 19 G/100 ML (25 ºC) |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Thiotepa) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Thiotepa) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Thiotepa) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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