AR128559A1 - Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma - Google Patents

Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma

Info

Publication number
AR128559A1
AR128559A1 ARP230100386A ARP230100386A AR128559A1 AR 128559 A1 AR128559 A1 AR 128559A1 AR P230100386 A ARP230100386 A AR P230100386A AR P230100386 A ARP230100386 A AR P230100386A AR 128559 A1 AR128559 A1 AR 128559A1
Authority
AR
Argentina
Prior art keywords
compound
reaction
mixture
reaction mixture
scheme
Prior art date
Application number
ARP230100386A
Other languages
English (en)
Spanish (es)
Inventor
Ahmad El-Awa
Linli He
Raju Mahadevrao Kharatkar
Jianhua Mao
Jigarkumar Mistry
Mahesh Patil
Christina S Stauffer
Pankajkumar Vekariya
James Anderson Wright
Ty Wagerle
David Alan Clark
Original Assignee
Fmc Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fmc Corp filed Critical Fmc Corp
Publication of AR128559A1 publication Critical patent/AR128559A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B01J31/0244—Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C07C209/28—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with other reducing agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/46—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of carboxylic acids or esters thereof in presence of ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/50—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C61/04—Saturated compounds having a carboxyl group bound to a three or four-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/20—Oxygen atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/824—Palladium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mycology (AREA)
  • Microbiology (AREA)
  • Inorganic Chemistry (AREA)
  • Toxicology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Insects & Arthropods (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
ARP230100386A 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma AR128559A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US202263311276P 2022-02-17 2022-02-17

Publications (1)

Publication Number Publication Date
AR128559A1 true AR128559A1 (es) 2024-05-22

Family

ID=85641082

Family Applications (3)

Application Number Title Priority Date Filing Date
ARP230100386A AR128559A1 (es) 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma
ARP230100384A AR128557A1 (es) 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma
ARP230100388A AR128561A1 (es) 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma

Family Applications After (2)

Application Number Title Priority Date Filing Date
ARP230100384A AR128557A1 (es) 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma
ARP230100388A AR128561A1 (es) 2022-02-17 2023-02-17 Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma

Country Status (13)

Country Link
US (3) US20250154124A1 (enExample)
EP (3) EP4479393A1 (enExample)
JP (3) JP2025507561A (enExample)
KR (3) KR20240152343A (enExample)
CN (3) CN118715212A (enExample)
AR (3) AR128559A1 (enExample)
AU (3) AU2023222774A1 (enExample)
IL (3) IL314592A (enExample)
MX (3) MX2024010071A (enExample)
PY (3) PY2311482A (enExample)
TW (3) TW202342445A (enExample)
UY (3) UY40152A (enExample)
WO (3) WO2023158770A1 (enExample)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN122301706A (zh) * 2026-06-01 2026-06-30 福安药业集团重庆博圣制药有限公司 盐酸氯普鲁卡因及其中间体的制备方法与应用

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI652014B (zh) 2013-09-13 2019-03-01 美商艾佛艾姆希公司 雜環取代之雙環唑殺蟲劑
CN107635984B (zh) * 2015-03-11 2021-04-13 Fmc公司 杂环取代的二环唑杀有害生物剂
KR102536024B1 (ko) * 2015-03-12 2023-05-24 에프엠씨 코포레이션 헤테로환-치환 이환 아졸 살충제
TWI873157B (zh) * 2019-07-11 2025-02-21 美商富曼西公司 包含吲唑之殺蟲混合物
CN111349111A (zh) * 2020-03-23 2020-06-30 安徽省逸欣铭医药科技有限公司 一种喷他佐辛前药、其制备方法及其用途

Also Published As

Publication number Publication date
MX2024010028A (es) 2024-08-22
UY40150A (es) 2023-09-15
JP2025507560A (ja) 2025-03-21
CN118715213A (zh) 2024-09-27
AR128557A1 (es) 2024-05-22
MX2024010029A (es) 2024-08-22
US20250163010A1 (en) 2025-05-22
IL314592A (en) 2024-09-01
EP4479393A1 (en) 2024-12-25
KR20240152344A (ko) 2024-10-21
AU2023220077A1 (en) 2024-08-22
UY40152A (es) 2023-09-15
PY2311474A (es) 2023-09-14
US20250179043A1 (en) 2025-06-05
EP4479394A1 (en) 2024-12-25
AU2023222774A1 (en) 2024-08-22
PY2311479A (es) 2023-10-05
WO2023158770A1 (en) 2023-08-24
WO2023158769A1 (en) 2023-08-24
AR128561A1 (es) 2024-05-22
KR20240152345A (ko) 2024-10-21
TW202342445A (zh) 2023-11-01
AU2023221271A1 (en) 2024-08-22
EP4479395A1 (en) 2024-12-25
IL314647A (en) 2024-09-01
CN118679154A (zh) 2024-09-20
MX2024010071A (es) 2024-08-20
TW202342438A (zh) 2023-11-01
CN118715212A (zh) 2024-09-27
UY40151A (es) 2023-09-15
JP2025507562A (ja) 2025-03-21
JP2025507561A (ja) 2025-03-21
KR20240152343A (ko) 2024-10-21
WO2023158771A1 (en) 2023-08-24
US20250154124A1 (en) 2025-05-15
TW202344496A (zh) 2023-11-16
PY2311482A (es) 2024-02-29
IL314649A (en) 2024-09-01

Similar Documents

Publication Publication Date Title
Zhu et al. Recent advances in the direct β-C (sp2)–H functionalization of enamides
Sun et al. Recent advances in three-component radical acylative difunctionalization of unsaturated carbon–carbon bonds
Sauer et al. An electrocatalytic approach to the radical difunctionalization of alkenes
Jiang et al. Facile one-pot synthesis of sulfonyl fluorides from sulfonates or sulfonic acids
US3996259A (en) Oxidation of organic compounds by aqueous hypohalites using phase transfer catalysis
WO2011154953A1 (en) Process for the preparation of iodides
US20040077901A1 (en) Process for the synthesis of trifluorophenylacetic acids
HU226938B1 (en) Method for preparing substituted benzyl bromides
Vafaeezadeh et al. The possibilities of palladium-catalyzed aromatic cyanation in aqueous media
Ma et al. An efficient new methodology for the synthesis of 1-functionalized 2-halo-2-alkenes via hydrohalogenation reaction of electron-deficient allenes
Carbone et al. A catalytic and tert-butoxide ion-mediated amidation of aldehydes with para-nitro azides
JP2006316034A (ja) ジオレフィン化合物の選択酸化による2官能性エポキシモノマーの製造方法
JP5709654B2 (ja) ポリクロロプロペンの製造方法
AR128557A1 (es) Procesos para la preparación de n-(1-metilciclopropil)-2-(3-piridinil)-2h-indazol-4-carboxamida e intermedios de la misma
JPS61271255A (ja) アニリン類の製造方法
JP2010155805A (ja) エポキシ化合物の製造方法
JPH06234668A (ja) 9,9−ジアルキルフルオレンの製造方法
SK50332005A3 (sk) Spôsob výroby 4-(4-fluórfenyl)-6-izopropyl-2-(N-metyl-N- metylsulfonyl-amino)-5-pyrimidínkarbaldehydu a jeho použitie
JP2993877B2 (ja) 含ハロゲン芳香族ニトリル化合物の製造方法
TWI280963B (en) Manufacture method for penicillanic acid compounds
RU2243213C2 (ru) Способ получения 4,4`-азобис-(4-цианпентановой кислоты)
CN110294686B (zh) α-酮酰胺的绿色制备方法
SK1612000A3 (en) Process for the preparation of esters of cyanoacetic acid
CN1720229A (zh) 光化学卤化方法
Lu et al. O-alkylation of disodium salt of diethyl 3, 4-dihydroxythiophene-2, 5-dicarboxylate with 1, 2-dichloroethane catalyzed by ionic type phase transfer catalyst and potassium iodide