3-AP
- CAS No.
- 143621-35-6
- Chemical Name:
- 3-AP
- Synonyms
- 3-AP;Pan811;3-Apct;Pan-811;Pan 811;C078157;OCX 191;CS-2006;Triapine;OCX 0191
- CBNumber:
- CB01314063
- Molecular Formula:
- C7H9N5S
- Molecular Weight:
- 195.24
- MDL Number:
- MFCD00924747
- MOL File:
- 143621-35-6.mol
- MSDS File:
- SDS
| Melting point | 234 °C |
|---|---|
| Boiling point | 436.0±55.0 °C(Predicted) |
| Density | 1.46±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO: soluble10Meq/mL, clear |
| pka | 10.93±0.70(Predicted) |
| form | powder |
| color | white to light brown |
| CAS DataBase Reference | 143621-35-6 |
| NCI Dictionary of Cancer Terms | Triapine |
| FDA UNII | U4XIL4091C |
| NCI Drug Dictionary | triapine |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H315-H319-H335 | |||||||||
| Precautionary statements | P301+P310+P330-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-36/37/38 | |||||||||
| Safety Statements | 26 | |||||||||
| RIDADR | UN 2811 6.1 / PGIII | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2933.39.6190 | |||||||||
| Toxicity | LDLo ivn-rat: 20 mg/kg IJTOFN 19,85,2000 | |||||||||
| NFPA 704 |
|
3-AP price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0568 | 3-AP ≥98% (HPLC) | 143621-35-6 | 5mg | $92.2 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML0568 | 3-AP ≥98% (HPLC) | 143621-35-6 | 25mg | $372 | 2024-03-01 | Buy |
| TCI Chemical | A3132 | 2-[(3-Aminopyridin-2-yl)methylene]hydrazinecarbothioamide | 143621-35-6 | 25MG | $226 | 2024-03-01 | Buy |
| TCI Chemical | A3132 | 2-[(3-Aminopyridin-2-yl)methylene]hydrazinecarbothioamide | 143621-35-6 | 100MG | $676 | 2024-03-01 | Buy |
| Cayman Chemical | 15419 | 3-AP ≥95% | 143621-35-6 | 1mg | $32 | 2024-03-01 | Buy |
3-AP Chemical Properties,Uses,Production
Uses
Ribonucleotide reductase, the rate-limiting enzyme for de novo DNA synthesis, is an excellent target for chemotherapy. Its increased activity in cancer cells is associated with malignant transformation and proliferation. 3-AP is a ribonucleotide reductase inhibitor and iron chelator with antitumor activity. At 5 μM it can enhance DU145, U251, and PSN1 tumor cell radiosensitivity in vitro, inhibiting DNA synthesis and repair. It destroys the tyrosine free radical in the R2/p53R2 subunits of ribonucleotide reductase by forming a redox active complex with iron, thus producing reactive oxygen species. Furthermore, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.[Cayman Chemical]
Hazard
A poison.
Biological Activity
3-AP (PAN-811) is a M2 subunit inhibitor of ribonucleotide reductase (RR) and a potent radiosensitizer.
Biochem/physiol Actions
3-aminopyridine carboxaldehyde thiosemicarbazone (3-AP) has a IC50 value of 0.3μM. It exhibits anti-proliferative activity in preclinical models of cancer, such as lung cancer. It also has an ability to increase the cytotoxicity, intracellular uptake and DNA incorporation of gemcitabine in vitro.
Safety Profile
A poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx, and SOx,.
in vitro
3-AP (Triapine) is a potent derivative of α-heterocyclic carboxaldehyde thiosemicarbazone (HCT) that inhibits hRRM2 and p53R2 isoforms of the M2 subunit. 3-AP (Triapine) is thought to inhibit ribonucleotide reductase through its preformed iron chelate, rather than directly by removing iron from the active site. In cells containing less topoisomerase IIα fewer DNA strand breaks will be produced, and thus topoisomerase II poisons will be less inhibitory in the K/VP.5 cell line. The IC 50 s for Dp44mT growth inhibition are 48±9 nM and 60±12 nM, for K562 and K/VP.5 cells, respectively. The IC 50 s for 3-AP growth inhibition are 476±39 nM and 661±69 nM for K562 and K/VP.5 cells, respectively. PKIH and DpT Fe chelators show high antiproliferative activity against a range of tumor cell lines. Dp44mT shows the greatest antitumor efficacy with an IC 50 that ranged from 0.005 to 0.4 μM. The average IC 50 of Dp44mT over 28 cell types is 0.03±0.01 μM, which is significantly lower than that of 3-AP (Triapine; average IC 50 : 1.41±0.37 μM).
in vivo
3-AP (Triapine) causes a significant increase (1.7-fold) in splenic weight when expressed as a percentage of total body weight (1.02±0.06%; n=25) compared with control mice (0.6±0.03%; n=27). In the long-term group, a significant increase in heart weight is observed after Dp44mT (0.4 mg/kg per day) (0.8±0.06%; n=4) compared with control mice (0.5±0.01%; n=6). A significant decrease in the expression of Ndrg1, TfR1, and VEGF1 in the liver is noted for Dp44mT- and 3-AP (12 mg/kg per day)-treated animals. The decreased expression could be related to the increased liver Fe in both Dp44mT- and 3-AP-treated mice.
storage
Store at +4°C
3-AP Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32715 | 60 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6313 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23556 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 9126 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 27644 | 58 |
| Chemia Biotechnology（Shanghai） Co., Ltd | +8613816753574 | info@chemia-pharm.com | CHINA | 311 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
View Lastest Price from 3-AP manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-17 | 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
|
US $1.10 / g | 1g | 99.0% min | 100 tons min | Shaanxi Dideu Medichem Co. Ltd | |
 |
2021-10-09 | 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
|
US $1.10 / g | 1g | 99.00% | 100 Tons Min | Dideu Industries Group Limited | |
 |
2019-12-20 | 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
|
US $1.00 / KG | 1KG | 99% | 100KG | Career Henan Chemical Co |
-
- 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
- US $1.10 / g
- 99.0% min
- Shaanxi Dideu Medichem Co. Ltd
-
- 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
- US $1.10 / g
- 99.00%
- Dideu Industries Group Limited
-
- 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
143621-35-6
- US $1.00 / KG
- 99%
- Career Henan Chemical Co