8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine
- Product Name
- 8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine
- CAS No.
- 1092351-10-4
- Chemical Name
- 8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine
- Synonyms
- PSB 603;PSB-603 >=98% (HPLC);8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine;1H-Purine-2,6-dione, 8-[4-[[4-(4-chlorophenyl)-1-piperazinyl]sulfonyl]phenyl]-3,9-dihydro-1-propyl-;8-(4-{[4-(4-chlorophenyl)piperazin-1-yl]sulfonyl}phenyl)-1-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
- CBNumber
- CB32518737
- Molecular Formula
- C24H25ClN6O4S
- Formula Weight
- 529.01
- MOL File
- 1092351-10-4.mol
8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine Property
- Melting point:
- >298 °C (decomp)
- Density
- 1.430±0.06 g/cm3(Predicted)
- storage temp.
- Store at +4°C
- solubility
- Soluble to 50 mM in DMSO
- form
- Powder
- pka
- 7.37±0.70(Predicted)
- color
- Off-white to light brown
- InChIKey
- OVHCTHHFOHMNFV-UHFFFAOYSA-N
- SMILES
- O=C(N1CCC)NC2=C(N=C(C3=CC=C(S(=O)(N4CCN(C5=CC=C(Cl)C=C5)CC4)=O)C=C3)N2)C1=O
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Skin Irrit. 2
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- SML1983
- Product name
- PSB-603
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $145
- Updated
- 2026/03/19
- Product number
- SML1983
- Product name
- PSB-603
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $584
- Updated
- 2026/03/19
- Product number
- 25637
- Product name
- PSB-603
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $38
- Updated
- 2024/03/01
- Product number
- 25637
- Product name
- PSB-603
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $121
- Updated
- 2024/03/01
- Product number
- 25637
- Product name
- PSB-603
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $223
- Updated
- 2024/03/01
8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine Chemical Properties,Usage,Production
Uses
PSB-603 is a potent and highly selective A2B adenosine receptor antagonist exhibiting a Ki value of 0.553 nM and virtually no affinity for the human and rat A1 and A2A and the human A3 receptors up to a concentration of 10 μM[1].
Biological Activity
PSB-603 is an adenosine receptor A2b antagonist (IC50 = 1.13 nM against 10 μM A2bR agonist NECA-induced calcium response in Jurk at T cells in the presence of 200 nM A2aR antagonist MSX-2) th at targets A2bR with high affinity (KD = 0.403 nM/human, 0.457 nM/rat, 4.09 nM/mouse A2bR; Ki against 0.3 nM [3H]PSB-603 = 0.553 nM/human, 0.355 nM/rat, 0.265 nM/mouse A2bR) and selectivity, exhibiting little affinity toward A1, A2a, or A3 adenosine receptors by competition binding assay (Ki >10 μM against 0.4 nM [3H]DPCPX for human/r at A1R, 1 nM [3H]MSX-2 for human/mouse/r at A2aR, 10 nM [3H]NECA for human/mouse/r at A3R) with the exception of mouse A1R (Ki = 42.2 nM against 0.4 nM [3H]DPCPX).', 'PSB-603 is known to modify cellular metabolism and enhance cellular sensitivity for chemotherapy. Thus, PSB-603 is recognized to possess anticancer action, which has been studied in colorectal cancer.
in vivo
PSB-603 shows anti-inflammatory effect in local and systemic inflammation models. PSB-603 (5 mg/kg b.w. ip) significantly reduces inflammation in two mice models of inflammation (local and systemic). PSB-603 significantly decreases levels of the inflammatory cytokines IL-6, TNF-α and of ROS in the inflamed paw and reduces inflammation of the peritoneum by significantly decreasing the infiltration of leukocytes[4]. PSB-603 is administered as suspensions in 1 % Tween 80[4].
| Animal Model: | Adult male Albino Swiss mice, CD-1, weighing 25-30 g[4] |
| Dosage: | 1, 5 or 10 mg/kg |
| Administration: | Administered intraperitoneally (ip), prior to carrageenan injection |
| Result: | Carrageenan-induced edema model. The increase in paw oedema was significantly inhibited in all groups receiving PSB-603. The dose of 5 mg/kg turned out to be the most active. |
storage
Store at +4°C
References
[1] Thomas Borrmann, et al. 1-alkyl-8-(piperazine-1-sulfonyl)phenylxanthines: development and characterization of adenosine A2B receptor antagonists and a new radioligand with subnanomolar affinity and subtype specificity. J Med Chem. 2009 Jul 9;52(13):3994-4006. DOI:10.1021/jm900413e
[2] Mohamad Wessam Alnouri, et al. Selectivity is species-dependent: Characterization of standard agonists and antagonists at human, rat, and mouse adenosine receptors. Purinergic Signal. 2015 Sep;11(3):389-407. DOI:10.1007/s11302-015-9460-9
[3] Nadine Borg, et al. CD73 on T Cells Orchestrates Cardiac Wound Healing After Myocardial Infarction by Purinergic Metabolic Reprogramming. Circulation. 2017 Jul 18;136(3):297-313. DOI:10.1161/CIRCULATIONAHA.116.023365
[4] Magdalena Kotańska, et al. PSB 603 - a known selective adenosine A2B receptor antagonist-has anti-inflammatory activity in mice. Biomed Pharmacother. 2021 Mar;135:111164. DOI:10.1016/j.biopha.2020.111164
8-[4-[4-(4-Chlorophenzyl)piperazide-1-sulfonyl)phenyl]]-1-propylxanthine Preparation Products And Raw materials
Raw materials
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