23373-78-6

Basic information

• Product Name: 1-TERT-BUTYL-1H-PYRROLE-2-CARBALDEHYDE
• Synonyms: TIMTEC-BB SBB010328;ASINEX-REAG BAS 12764506;1-TERT-BUTYL-1H-PYRROLE-2-CARBALDEHYDE;1-(1,1-DIMETHYLETHYL)-1H-PYRROLE-2-CARBOXALDEHYDE;1H-PYRROLE-2-CARBOXALDEHYDE, 1-(1,1-DIMETHYLETHYL)-
• CAS NO: 23373-78-6
• Molecular Formula: C9H13NO
• Molecular Weight: 151.21
• Mol File: 23373-78-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 229.9±13.0 °C(Predicted)
• Appearance: /
• Density: 0.94±0.1 g/cm3(Predicted)
• PKA: -6.88±0.70(Predicted)
• CAS DataBase Reference: 1-TERT-BUTYL-1H-PYRROLE-2-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-TERT-BUTYL-1H-PYRROLE-2-CARBALDEHYDE(23373-78-6)
• EPA Substance Registry System: 1-TERT-BUTYL-1H-PYRROLE-2-CARBALDEHYDE(23373-78-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 23373-78-6(Hazardous Substances Data)

Usage

Type of compound

Aldehyde derivative

Structure

A tert-butyl group attached to a pyrrole ring, making it a substituted pyrrole compound

Usage

Building block in organic synthesis and pharmaceutical research

Potential applications

Development of new drug molecules and as a precursor for various organic reactions

Biological activities

Studied for potential properties

Pharmacological properties

Studied for potential properties

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Relevant articles and documents

Direct and efficient synthesis of pyrrole-3-carbaldehydes by Vilsmeier-Haack formylation of pyrroles with sterically crowded amides

A simple and convenient synthetic method to prepare N-substituted pyrrole-3-carbaldehydes by Vilsmeier-Haack formylation of pyrroles using sterically crowded formamides was developed. The dependence of the formylation regioselectivity on steric features of substrates and reagents is discussed. Georg Thieme Verlag Stuttgart · New York.

- and pyrroles as Thromboxane Synthetase Inhibitors

Several and pyrroles were prepared and evaluated in vitro as thromboxane synthetase inhibitors in human platelet aggregation studies.A number of structures, e.g. 10b,f,g,i (respective IC50 values: 1 μM, 50 nM, 42 nM, 44 nM) showed superior in vitro inhibition of TXA2 synthetase when compared to the standard dazoxiben (1).However, it was found that in vitro potency did not translate into nor correlate with in vivo activity when these compounds were evaluated in mice in a collagen-epinephrine-induced pulmonary thromboembolism model. (E)-1-Methyl-2--5-(2-carboxyprop-1-enyl)pyrrole (10b) was found to offer protection against collagen-epinephrine-induced mortality in mice, thereby demonstrating that oral administration is an effective route for absorption of this drug.Additional evidence for the oral effectiveness of 10b in lowering serum TXB2 levels was obtained by performing ex vivo radioimmunoassay experiments with rats.A 13-week study of 10b in rats with reduced renal mass was conducted in order to evaluate the role of TXA2 production in hypertension and renal dysfunction.Although serum and urinary TXB2 levels in rats were found to be lowered during this study by 10b, the levels of urinary protein excretion remained comparable to that of the control group.