N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester

- CAS No.
- 918633-87-1
- Chemical Name:
- N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester
- Synonyms
- TH 302;CS-516;HAP-302;EOS-61724;EVOFOSFAMID;EvofosfaMide;TH-302, >=98%;TH 302; TH302;Evofosfamide(TH 302);TH-302 (Evofosfamide)
- CBNumber:
- CB52604209
- Molecular Formula:
- C9H16Br2N5O4P
- Molecular Weight:
- 449.04
- MOL File:
- 918633-87-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/4/17 18:22:24
N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester Properties
Melting point | 97-98°C |
---|---|
Boiling point | 565.4±60.0 °C(Predicted) |
Density | 1.97 |
storage temp. | Hygroscopic, -20°C Freezer, Under inert atmosphere |
solubility | DMSO (Slightly), Methanol (Slightly) |
pka | 0.34±0.70(Predicted) |
form | Solid |
color | Off-White to Pale Yellow |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302 |
Precautionary statements | P280-P305+P351+P338 |
N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester Chemical Properties,Uses,Production
Description
TH-302 is a hypoxia-activated prodrug and DNA alkylating agent with anticancer activity. It is selectively cytotoxic to H460 human non-small cell lung cancer (NSCLC) cells grown under hypoxic over normoxic conditions (IC50s = 0.019 and 5.1 μM, respectively). Under hypoxic conditions, TH-302 undergoes a one-electron reduction to form an active radical intermediate that is then further reduced to form a DNA-intercalating hydroxylamine. Under normoxic conditions, the radical intermediate is quenched and induces reformation of the inactive nitroazole prodrug. TH-302 reduces survival of H460 and HT-29 cells in a clonogenic assay (IC50s = 0.2 and 0.2 μM, respectively). In vivo, TH-302 (33 mg/kg per day) inhibits primary tumor growth by 41% in an MIA PaCa-2-RFP mouse orthotopic xenograft model. It inhibits tumor growth by greater than 40% in Calu-6 NSCLC, H82 small cell lung, A375 melanoma, PC-3 prostate, and BxPC-3 pancreatic cancer mouse xenograft models when administered at 50 mg/kg.
N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
A.J Chemicals | 91-9810153283 | New Delhi, India | 6100 | 58 | Inquiry |
CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6257 | 58 | Inquiry |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 33024 | 60 | Inquiry |
BOC Sciences | +1-631-485-4226 | United States | 19552 | 58 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29808 | 58 | Inquiry |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 32159 | 58 | Inquiry |
ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | China | 23541 | 58 | Inquiry |
InvivoChem | +1-708-310-1919 +1-13798911105 | United States | 6391 | 58 | Inquiry |
TargetMol Chemicals Inc. | United States | 38630 | 58 | Inquiry | |
ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | China | 11681 | 58 | Inquiry |
Supplier | Advantage |
---|---|
A.J Chemicals | 58 |
CLEARSYNTH LABS LTD. | 58 |
ATK CHEMICAL COMPANY LIMITED | 60 |
BOC Sciences | 58 |
career henan chemical co | 58 |
TargetMol Chemicals Inc. | 58 |
ANHUI WITOP BIOTECH CO., LTD | 58 |
InvivoChem | 58 |
TargetMol Chemicals Inc. | 58 |
ShenZhen Trendseen Biological Technology Co.,Ltd. | 58 |