Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate

C13H15ClN6O7S

methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate

CAS100784-20-1
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
100784-20-1
UN Number
3077
Index Number
613-329-00-5
PubChem CID
91763

Physical-chemical properties

Molecular Formula
C13H15ClN6O7S
Molar Mass
434.81 g/mol
IUPAC Name
methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate

Chemical Identifiers

InChI
InChI=1S/C13H15ClN6O7S/c1-20-10(8(9(14)18-20)11(21)27-4)28(23,24)19-13(22)17-12-15-6(25-2)5-7(16-12)26-3/h5H,1-4H3,(H2,15,16,17,19,22)
InChI Key
FMGZEUWROYGLAY-UHFFFAOYSA-N

Overview

Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate (CAS 100784-20-1) is a sulfonylurea herbicide with selective post-emergence activity and systemic properties. This complex pyrazole-based compound represents an advanced generation of agricultural chemicals designed for effective weed control in various crop systems. With its molecular formula C13H15ClN6O7S and molecular weight of 434.81 g/mol, this substance exhibits the characteristic structural features of sulfonylurea herbicides, including the critical carbamoylsulfamoyl bridge that enables its herbicidal mechanism of action. The compound functions by inhibiting acetolactate synthase (ALS), an enzyme essential for the biosynthesis of branched-chain amino acids in plants. This mode of action provides excellent selectivity between target weeds and protected crops, making it particularly valuable for agricultural applications where precision is crucial. The presence of the dimethoxypyrimidin group enhances its binding affinity to the target enzyme, while the chlorinated pyrazole ring system contributes to its stability and bioavailability. From a safety perspective, this substance is classified as Repr. 1B with Aquatic Acute 1 and Aquatic Chronic 1 hazard classifications, requiring careful handling protocols and environmental protection measures. The GHS08 and GHS09 pictograms indicate serious health hazards and environmental dangers, necessitating appropriate personal protective equipment during handling and application. Primary industrial applications include selective herbicide formulations for cereal crops, post-emergence weed control in agricultural systems, and integrated pest management programs. Unlike related compounds such as 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one, this sulfonylurea derivative offers specific agricultural utility rather than pharmaceutical applications. OYSI maintains strategic inventory of this specialized agricultural intermediate for European distribution, supporting our commitment to providing advanced crop protection solutions to the agricultural industry.

Safety & Classification

Danger
Classification:

Repr. 1B; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameHalosulfuron-methyl (ISO)
Marine PollutantNo

Frequently Asked Questions

What is methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate?

Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate is a complex organic compound with the molecular formula C13H15ClN6O7S and a molecular weight of 434.81 g/mol. This chemical substance belongs to the sulfonylurea family and contains both pyrazole and pyrimidine structural elements. It is classified as a reproductive toxicant category 1B and poses significant environmental hazards to aquatic life.

What are the physicochemical properties of methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate?

Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate is a solid compound at room temperature with a molecular weight of 434.81 g/mol. The presence of chlorine, methoxy groups, and the sulfonylurea bridge influences its solubility characteristics. Its complex structure containing multiple polar functional groups suggests moderate to low water solubility, while the methyl ester group may provide some organic solvent compatibility.

What is methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate used for?

Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate is primarily used as an intermediate in pharmaceutical and agrochemical synthesis. Its sulfonylurea structure makes it valuable in the development of herbicides and potentially pharmaceutical compounds. The compound serves as a building block for more complex molecules in specialized chemical manufacturing processes within industrial and research applications.

How to handle methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate safely?

Safe handling requires appropriate personal protective equipment including respiratory protection, chemical-resistant gloves, and eye protection due to its reproductive toxicity classification. Work should be conducted in well-ventilated areas or under fume hoods to minimize inhalation exposure. Avoid skin and eye contact, and implement strict hygiene measures including thorough hand washing. Pregnant workers should avoid exposure entirely given the Repr. 1B classification.

How to store methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate correctly?

Proper storage requires a cool, dry, well-ventilated area away from incompatible materials and ignition sources. The compound should be kept in tightly sealed original containers to prevent contamination and degradation. Storage areas must be secured to prevent unauthorized access, particularly due to reproductive toxicity concerns. Ensure compliance with local regulations for hazardous chemical storage and maintain appropriate spill containment measures.

What to do in case of contact with methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate?

Immediate first aid measures include removing contaminated clothing and rinsing affected skin or eyes with copious amounts of water for at least 15 minutes. If inhaled, move the person to fresh air immediately. Seek medical attention promptly, especially given the reproductive toxicity classification. Do not induce vomiting if ingested. Inform medical personnel about the specific chemical involved and provide the safety data sheet when possible.

How to dispose of methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate appropriately?

Disposal must comply with local, national, and EU waste regulations due to its hazardous classification. The compound requires treatment as hazardous waste and should be disposed of through licensed waste management facilities specializing in chemical waste. Never discharge to sewers or waterways given its aquatic toxicity classification. Contaminated packaging must also be treated as hazardous waste and handled by authorized waste disposal companies.

How to transport methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate?

Transportation is regulated under ADR classification as Class 9 (Miscellaneous Dangerous Goods), Packing Group III. This requires appropriate UN-approved packaging, proper labeling with GHS08 and GHS09 pictograms, and accompanying transport documentation. Carriers must be qualified for hazardous materials transport, and vehicles must display appropriate placards. Segregation requirements apply due to the environmental and health hazards associated with this compound.

Is methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate subject to specific regulations?

The compound is subject to extensive EU regulations including REACH registration requirements and CLP classification as Repr. 1B with aquatic toxicity designations. While not currently listed as a SVHC, its reproductive toxicity classification triggers specific workplace exposure controls and labeling requirements. Transportation falls under ADR regulations, and disposal must comply with hazardous waste directives. Users must maintain safety data sheets and implement appropriate risk management measures.

Where to buy methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate in Europe?

OYSI serves as a reliable European distributor for methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate, providing professional chemical distribution services across Europe. As specialists in technical chemicals, OYSI ensures proper handling, documentation, and regulatory compliance for this hazardous substance. Contact OYSI directly for availability, technical specifications, and regulatory support for your specific application requirements in pharmaceutical or agrochemical industries.

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Methyl 3-chloro-5-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-1-methylpyrazole-4-carboxylate is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.