2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE, also known as HC-030031, is a selective TRPA1 (transient receptor potential cation channel A1) blocker. It is a white solid that acts as a sensor for chemical irritants, pain, and cold. HC-030031 is effective in antagonizing TRPA1-mediated calcium influx induced by allyl isothiocyanate (AITC) and formalin, without affecting other channels such as TRPV1, TRPV3, TRPV4, hERG, or NaV1.2.
349085-38-7
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Basic information
- Product Name: 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE
- Synonyms: 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE;HC 030031;2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(4-isopropylphenyl)acetamide;1,2,3,6-Tetrahydro-1,3-diMethyl-N-[4-(1-Methylethyl)phenyl]-2,6-dioxo-7H-purine-7-acetaMide;7H-Purine-7-acetamide, 1,2,3,6-tetrahydro-1,3-dimethyl-N-[4-(1-methylethyl)phenyl]-2,6-dioxo-;2-(1,3-dimethyl-2,6-dioxopurin-7-yl)-N-(4-propan-2-ylphenyl)acetamide;TrpA1 Antagonist, HC-030031;TOSLAB 829227
- CAS NO:349085-38-7
- Molecular Formula: C18H21N5O3
- Molecular Weight: 355.39
- EINECS: N/A
- Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
- Mol File: 349085-38-7.mol
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Chemical Properties
- Melting Point: 221-223°C
- Boiling Point: N/A
- Flash Point: N/A
- Appearance: white to beige/
- Density: 1.33±0.1 g/cm3(Predicted)
- Refractive Index: N/A
- Storage Temp.: Store at RT
- Solubility: DMSO: soluble10mg/mL, clear
- PKA: 13.71±0.70(Predicted)
- Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
- CAS DataBase Reference: 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE(CAS DataBase Reference)
- NIST Chemistry Reference: 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE(349085-38-7)
- EPA Substance Registry System: 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE(349085-38-7)
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Safety Data
- Hazard Codes: T
- Statements: 25
- Safety Statements: 45
- RIDADR: UN 2811 6.1 / PGIII
- WGK Germany: 3
- RTECS:
- HazardClass: N/A
- PackingGroup: N/A
- Hazardous Substances Data: 349085-38-7(Hazardous Substances Data)
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349085-38-7 Usage
Uses
Used in Pharmaceutical Applications:HC-030031 is used as a TRPA1 selective antagonist for attenuating inflammatoryand neuropathy-induced mechanical hypersensitivity. It has demonstrated effectiveness in reducing mechanical hypersensitivity in rat models of chronic inflammatory or neuropathic pain when administered orally (100 mg/kg). Additionally, local injection (100 μg) into inflamed mouse hind paws has shown to attenuate mechanical hypersensitivity.
Used in Pain Management:
In the field of pain management, HC-030031 is used as a therapeutic agent for treating chronic inflammatory or neuropathic pain. Its ability to block TRPA1 channels makes it a potential candidate for alleviating pain associated with various conditions, including but not limited to, arthritis, diabetic neuropathy, and postoperative pain.
Used in Research and Development:
HC-030031 is also utilized in research and development as a tool to study the role of TRPA1 channels in pain sensation and other physiological processes. Its selective blocking action allows researchers to investigate the specific functions and interactions of TRPA1 channels in cellular and animal models.
Used in Drug Delivery Systems:
Although not explicitly mentioned in the provided materials, HC-030031's potential use in drug delivery systems could be explored. Given its effectiveness in oral, inhalation, and injection administration, it may be possible to develop novel drug delivery systems to enhance the bioavailability and therapeutic outcomes of HC-030031 in treating pain and other related conditions.
Biological Activity
Selective TRPA1 channel blocker that antagonizes AITC- and formalin-evoked calcium influx (IC 50 values are 6.2 and 5.3 μ M respectively). Does not block currents mediated by TRPV1, TRPV3, TRPV4, hERG or Na V 1.2 channels. Inhibits AITC- and formalin-induced flinching in vivo .Biochem/physiol Actions
HC-030031 is a selective TRPA1 channel blocker, antagonizing formalin-evoked calcium influx and formalin-induced pain. IC50 is 5 μM. TRPA1 antagonism is a promising therapeutic target for chronic inflammatory or neurogenic pain.References
1) McNamara et al. (2007), TRPA1 mediates formalin-induced pain; Proc. Natl. Acad. Sci., 104 13525Check Digit Verification of cas no
The CAS Registry Mumber 349085-38-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,4,9,0,8 and 5 respectively; the second part has 2 digits, 3 and 8 respectively.Calculate Digit Verification of CAS Registry Number 349085-38:
(8*3)+(7*4)+(6*9)+(5*0)+(4*8)+(3*5)+(2*3)+(1*8)=167
167 % 10 = 7
So 349085-38-7 is a valid CAS Registry Number.
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2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE
