2-[(1-Methylpropyl)dithio]-1H-imidazole
- Product Name
- 2-[(1-Methylpropyl)dithio]-1H-imidazole
- CAS No.
- 141400-58-0
- Chemical Name
- 2-[(1-Methylpropyl)dithio]-1H-imidazole
- Synonyms
- PX 12;IV-2);CS-2384;PX-12 (PX12;PX-12, 10 mM in DMSO;PX 12, Thioredoxin-1 inhibitor;2-(sec-Butyldisulfanyl)-1H-iMidazole;IV 2,inhibit,PX 12,PX-12,Inhibitor,IV2;2-[(1-Methylpropyl)dithio]-1H-imidazole;1H-Imidazole, 2-[(1-methylpropyl)dithio]-
- CBNumber
- CB92518810
- Molecular Formula
- C7H12N2S2
- Formula Weight
- 188.31
- MOL File
- 141400-58-0.mol
2-[(1-Methylpropyl)dithio]-1H-imidazole Property
- Boiling point:
- 330.0±25.0 °C(Predicted)
- Density
- 1.19±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: >25mg/mL
- pka
- 11.88±0.10(Predicted)
- form
- powder
- color
- off-white to tan
- InChI
- InChI=1S/C7H12N2S2/c1-3-6(2)10-11-7-8-4-5-9-7/h4-6H,3H2,1-2H3,(H,8,9)
- InChIKey
- BPBPYQWMFCTCNG-UHFFFAOYSA-N
- SMILES
- C1(SSC(C)CC)NC=CN=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M5324
- Product name
- PX 12
- Purity
- ≥98% (HPLC), powder
- Packaging
- 5mg
- Price
- $165
- Updated
- 2026/03/19
- Product number
- M5324
- Product name
- PX 12
- Purity
- ≥98% (HPLC), powder
- Packaging
- 25mg
- Price
- $662
- Updated
- 2026/03/19
- Product number
- 14192
- Product name
- PX 12
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 14192
- Product name
- PX 12
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $70
- Updated
- 2024/03/01
- Product number
- 14192
- Product name
- PX 12
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $109
- Updated
- 2024/03/01
2-[(1-Methylpropyl)dithio]-1H-imidazole Chemical Properties,Usage,Production
Uses
PX 12 is an irreversible and competitive inhibitor of thioredoxin-1.
Definition
ChEBI: 2-(butan-2-yldisulfanyl)-1H-imidazole is a member of imidazoles.
Biological Activity
px 12 is an inhibitor of thioredoxin-1 [1].thioredoxin-1 (trx-1) is a small redox protein with a conserved catalytic site and plays an important role in cells that includes the regulation of trans-activating activity and the dna binding of redox-sensitive transcription factors [1].in ht-29 human colon carcinoma cells and mcf-7 human breast cancer, px 12 prevented the hypoxia-induced increase in hif-1 protein. also, px 12 decreased inducible nitric oxide synthase, hif-1-trans-activating activity and vegf formation [2].in immunodeficient mice bearing ht-29 human colon xenografts, px 12 decreased the average tumor blood vessel permeability by 63% within 2 hours and returned to pretreatment values after 48 hours. px 12 reduced tumor-derived vegf and tumor after 24 hours. also, trx-1 showed a rapid decrease within 2 hours and maintained for 24 hours [1]. in mice bearing mcf-7 tumor xenografts, px 12 reduced hif-1ɑ and vegf protein levels [2]. in cancer patients, px-12 treatment significantly reduced the levels of trx-1 and vegf in plasma [3].
Biochem/physiol Actions
PX-12 inhibits the thioredoxin redox system and HIF-1a activity. PX 12 inhibits hypoxia-induced HIF-1a transcriptional activity (IC50 11 nM) and proliferation of HT29 and MCF-7 tumor cells (IC50 1.9 and 0.9 uM, respectively).
storage
Store at +4°C
References
[1]. jordan bf, runquist m, raghunand n, et al. the thioredoxin-1 inhibitor 1-methylpropyl 2-imidazolyl disulfide (px-12) decreases vascular permeability in tumor xenografts monitored by dynamic contrast enhanced magnetic resonance imaging. clin cancer res, 2005, 11(2 pt 1): 529-536.
[2]. welsh sj, williams rr, birmingham a, et al. the thioredoxin redox inhibitors 1-methylpropyl 2-imidazolyl disulfide and pleurotin inhibit hypoxia-induced factor 1alpha and vascular endothelial growth factor formation. mol cancer ther, 2003, 2(3): 235-243.
[3]. baker af, dragovich t, tate wr, et al. the antitumor thioredoxin-1 inhibitor px-12 (1-methylpropyl 2-imidazolyl disulfide) decreases thioredoxin-1 and vegf levels in cancer patient plasma. j lab clin med, 2006, 147(2): 83-90.
2-[(1-Methylpropyl)dithio]-1H-imidazole Preparation Products And Raw materials
Raw materials
Preparation Products
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