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5-Nitrothiophene-2-carboxylicmethyl ester, with the molecular formula C7H5NO4S, is a yellow crystalline solid that belongs to the class of nitro compounds and esters. It is characterized by the presence of a nitro group and a carboxylmethyl ester functional group, which contribute to its diverse reactivity. This chemical compound is primarily used in the synthesis of pharmaceuticals and agrochemicals and has been studied for its potential biological and pharmacological activities. Due to its potential hazards, it should be handled with care and used in a controlled laboratory setting by trained professionals.

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  • 5832-01-9 Structure
  • Basic information

    1. Product Name: 5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER
    2. Synonyms: 5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER;5-Nitro-2-thiophenecarboxylic acid methyl ester;5-Nitrothiophene-2-carboxylic acid methyl ester;2-Thiophenecarboxylic acid, 5-nitro-, Methyl ester;Methyl 5-Nitro-2-thiophenecarboxylate;5-Nitro-2-thiophenecarboxylic acid methyl 98%;5-Nitro-2-thiophenecarboxylic acid methyl;Methyl 5-Nitro-2-thiophen
    3. CAS NO:5832-01-9
    4. Molecular Formula: C6H5NO4S
    5. Molecular Weight: 187.17
    6. EINECS: 227-412-5
    7. Product Categories: N/A
    8. Mol File: 5832-01-9.mol
  • Chemical Properties

    1. Melting Point: 99 °C
    2. Boiling Point: 306.9 °C at 760 mmHg
    3. Flash Point: 139.4 °C
    4. Appearance: /
    5. Density: 1.454 g/cm3
    6. Vapor Pressure: 0.000751mmHg at 25°C
    7. Refractive Index: 1.582
    8. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. CAS DataBase Reference: 5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER(5832-01-9)
    12. EPA Substance Registry System: 5-NITROTHIOPHENE-2-CARBOXYLICMETHYLESTER(5832-01-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 5832-01-9(Hazardous Substances Data)

5832-01-9 Usage

Uses

Used in Pharmaceutical Synthesis:
5-Nitrothiophene-2-carboxylicmethyl ester is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 5-Nitrothiophene-2-carboxylicmethyl ester serves as a key component in the production of various agrochemicals, such as pesticides and herbicides. Its reactivity and functional groups enable the creation of effective compounds for agricultural use.
Used in Research and Development:
5-Nitrothiophene-2-carboxylicmethyl ester is utilized in research and development for exploring its potential biological and pharmacological activities. Its diverse reactivity makes it a valuable compound for studying various chemical reactions and mechanisms.
Used in Controlled Laboratory Settings:
Due to its potential hazards, 5-Nitrothiophene-2-carboxylicmethyl ester is used exclusively in controlled laboratory settings by trained professionals. This ensures the safe handling and application of the compound, minimizing risks associated with its use.

Check Digit Verification of cas no

The CAS Registry Mumber 5832-01-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,3 and 2 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5832-01:
(6*5)+(5*8)+(4*3)+(3*2)+(2*0)+(1*1)=89
89 % 10 = 9
So 5832-01-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H5NO4S/c1-11-6(8)4-2-3-5(12-4)7(9)10/h2-3H,1H3

5832-01-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 5-nitrothiophene-2-carboxylate

1.2 Other means of identification

Product number -
Other names 5-Nitrothiophene-2-carboxylic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5832-01-9 SDS

5832-01-9Relevant articles and documents

Design, synthesis, and biological evaluation of 2-(phenoxyaryl)-3-urea derivatives as novel P2Y1 receptor antagonists

Peng, Jingjing,Zhao, Lifen,Wang, Lanlan,Chen, Hui,Qiu, Yunguang,Wang, Jiang,Yang, Huaiyu,Liu, Jun,Liu, Hong

, p. 302 - 310 (2018/09/18)

A novel series of 2-(phenoxyaryl)-3-urea derivatives were designed, synthesized, and biologically evaluated for their anti-thrombotic activity. Most of compounds exhibited good inhibition against P2Y1 receptor. Among them, three compounds 11, 12, and 13 demonstrated good P2Y1 receptor antagonistic potency in vitro (IC50 = 0.62 μM, 0.82 μM, and 0.21 μM, respectively). In antiplatelet aggregation study, four compounds 2, 3, 9, and 13 showed good antiplatelet activity. The possible binding modes of compounds with P2Y1 receptor were also explored by molecular docking simulation. The docking studies demonstrated that compound 13 interacted well with Phe119 through hydrophobic interaction and modestly improved the P2Y1 receptor antagonistic activity, making it justifiable for further investigation.

Optimization of potent inhibitors of P. falciparum dihydroorotate dehydrogenase for the treatment of malaria

Skerlj, Renato T.,Bastos, Cecilia M.,Booker, Michael L.,Kramer, Martin L.,Barker, Robert H.,Celatka, Cassandra A.,O'Shea, Thomas J.,Munoz, Benito,Sidhu, Amar Bir,Cortese, Joseph F.,Wittlin, Sergio,Papastogiannidis, Petros,Angulo-Barturen, Inigo,Jimenez-Diaz, Maria Belen,Sybertz, Edmund

, p. 708 - 713 (2011/11/04)

Inhibition of dihydroorotate dehydrogenase (DHODH) for P. falciparum potentially represents a new treatment option for malaria, since DHODH catalyzes the rate-limiting step in the pyrimidine biosynthetic pathway and P. falciparum is unable to salvage pyrimidines and must rely on de novo biosynthesis for survival. We report herein the synthesis and structure-activity relationship of a series of 5-(2-methylbenzimidazol-1-yl)-N-alkylthiophene-2-carboxamides that are potent inhibitors against PfDHODH but do not inhibit the human enzyme. On the basis of efficacy observed in three mouse models of malaria, acceptable safety pharmacology risk assessment and safety toxicology profile in rodents, lack of potential drug-drug interactions, acceptable ADME/pharmacokinetic profile, and projected human dose, 5-(4-cyano-2-methyl-1H-benzo[d]imidazol-1-yl) -N-cyclopropylthiophene-2-carboxamide 2q was identified as a potential drug development candidate.

ANTI-CANCER DRUGS AND USES RELATING THERETO FOR METASTATIC MALIGNANT MELANOMA AND OTHER CANCERS

-

Page/Page column 38-39, (2010/04/06)

The present invention discloses triazene analogs of the general formula (I) and formula (II), their tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, and pharmaceutically acceptable salts thereof for the metastatic malignant melanoma and other cancers including but not limited to lymphomas, sarcomas, carcinomas, and gliomas. The invention further discloses a process for the preparation of the above said triazene analogs of formula (I) and formula (II), and their pharmaceutically acceptable compositions.

Novel compounds useful for bradykinin B1 receptor antagonism

-

Page/Page column 36, (2010/11/25)

Disclosed are compounds that are bradykinin B1 receptor antagonists and are useful for treating diseases, or relieving adverse symptoms associated with disease conditions, in mammals mediated by bradykinin B1 receptor.

NOVEL MUSCARINIC ACETYLCHOLINE RECEPTOR ANTAGONISTS

-

Page/Page column 10, (2010/11/08)

Muscarinic Acetylcholine receptor antagonists and methods of using them are provided.

3-ALKYLIDENEHYDRAZINO SUBSTITUTED HETEROARYL COMPOUNDS AS THROMBOPOIETIN RECEPTOR ACTIVATORS

-

Page 563-564, (2008/06/13)

A compound represented by the formula (1): wherein A is a nitrogen atom or CR4, B is an oxygen atom, a sulfur atom or NR9 (provided that when A is a nitrogen atom, B is not NH), R1 is a C2-14; aryl group, L1 is a bond, CR10R11, an oxygen atom, a sulfur atom or NR12, X is OR13, SR13 or NR14NR15, R2 is a hydrogen atom, a formyl group, a C1-10; alkyl group or the like, L2 is a bond or the like, L3 is a bond, CR17R18, an oxygen atom, a sulfur atom or NR19, L4 is a bond, CR20R21, an oxygen atom, a sulfur atom or NR22, Y is an oxygen atom, a sulfur atom or NR23, and R3 is a C2-14; aryl group, a tautomer, prodrug or pharmaceutically acceptable salt of the compound or a solvate thereof.

6H-THIENO`2, 3-B!PYRROLE DERIVATIVES AS ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE (GNRH)

-

Page 155, (2008/06/13)

The invention relates to a group of novel thieno-pyrrole compounds of Formula (I): wherein: R1, R2, R3, R4 and R5 are as defined in the specification, which are useful as gonadotrophin releasing hormone antagonists. The invention also relates to pharmaceutical formulations of said compounds, methods of treatment using said compounds and to processes for the preparation of said compounds.

Electrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples

Shackelford, Scott A.,Anderson, Mark B.,Christie, Lance C.,Goetzen, Thomas,Guzman, Mark C.,Hananel, Martha A.,Kornreich, Wayne D.,Li, Haitao,Pathak, Ved P.,Rabinovich, Alex K.,Rajapakse, Ranjan J.,Truesdale, Larry K.,Tsank, Stella M.,Vazir, Haresh N.

, p. 267 - 275 (2007/10/03)

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds. A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification. This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Toward an understanding of the chemical etiology for DNA minor-groove recognition by polyamides

Marques, Michael A.,Doss, Raymond M.,Urbach, Adam R.,Dervan, Peter B.

, p. 4485 - 4517 (2007/10/03)

Crescent-shaped polyamides composed of aromatic amino acids, i.e., 1-methyl-1H-imidazole Im, 1-methyl-1H-pyrrole Py, and 3-hydroxy-1H-pyrrole Hp, bind in the minor groove of DNA as 2:1 and 1:1 ligand/DNA complexes. DNA-Sequence specificity can be attributed to shape-selective recognition and the unique corners or pairs of corners presented by each heterocycle(s) to the edges of the base pairs on the floor of the minor groove. Here we examine the relationship between heterocycle structure and DNA-sequence specificity for a family of five-membered aromatic amino acids. By means of quantitative DNase-I footprinting, the recognition behavior of polyamides containing eight different aromatic amino acids, i.e., 1-methyl-1H-pyrazole Pz, 1H-pyrrole Nh, 5-methylthiazole Nt, 4-methylthiazole Th, 3-methylthiophene Tn, thiophene Tp, 3-hydroxythiophene Ht, and furan Fr, were compared with the polyamides containing the parent-ring amino acids Py, Im, and Hp for their ability to discriminate between the four Watson - Crick base pairs in the DNA minor groove. Analysis of the data and molecular modeling showed that the geometry inherent to each heterocycle plays a significant role in the ability of polyamides to differentiate between DNA sequences. Binding appears sensitive to changes in curvature complementarity between the polyamide and DNA. The Tn/Py pair affords a modest 3-fold discrimination of T · A vs. A · T and suggests that an S-atom in the thiophene ring prefers to lie opposite T not A.

Synthesis of highly potent and selective hetaryl ureas as integrin αVβ3-receptor antagonists

Lange, Udo E.W.,Backfisch, Gisela,Delzer, Juergen,Geneste, Herve,Graef, Claudia,Hornberger, Wilfried,Kling, Andreas,Lauterbach, Arnulf,Subkowski, Thomas,Zechel, Christian

, p. 1379 - 1382 (2007/10/03)

Solid-phase synthesis and SAR of integrin αVβ3-receptor antagonists containing a urea moiety as non-basic guanidine mimetic are described. The most potent compounds exhibited IC50 values towards αVβ3 in the nanomolar range and high selectivity versus related integrins like αIIbβ3. For selected examples efficacy in functional cellular assays is demonstrated.

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