CA3149176A1 - Process-scale synthesis of a plasma kallikrein inhibitor - Google Patents

Process-scale synthesis of a plasma kallikrein inhibitor Download PDF

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Publication number
CA3149176A1
CA3149176A1 CA3149176A CA3149176A CA3149176A1 CA 3149176 A1 CA3149176 A1 CA 3149176A1 CA 3149176 A CA3149176 A CA 3149176A CA 3149176 A CA3149176 A CA 3149176A CA 3149176 A1 CA3149176 A1 CA 3149176A1
Authority
CA
Canada
Prior art keywords
compound
salt
acid
solvent
combining
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
CA3149176A
Other languages
English (en)
French (fr)
Inventor
Yahya El-Kattan
Yarlagadda S. Babu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Biocryst Pharmaceuticals Inc
Original Assignee
Biocryst Pharmaceuticals Inc
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 Biocryst Pharmaceuticals Inc filed Critical Biocryst Pharmaceuticals Inc
Publication of CA3149176A1 publication Critical patent/CA3149176A1/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4151,2-Diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/58Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Steroid Compounds (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
CA3149176A 2019-08-06 2020-08-05 Process-scale synthesis of a plasma kallikrein inhibitor Pending CA3149176A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201962883396P 2019-08-06 2019-08-06
US62/883,396 2019-08-06
PCT/US2020/044921 WO2021026182A1 (en) 2019-08-06 2020-08-05 Process-scale synthesis of a plasma kallikrein inhibitor

Publications (1)

Publication Number Publication Date
CA3149176A1 true CA3149176A1 (en) 2021-02-11

Family

ID=74504082

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3149176A Pending CA3149176A1 (en) 2019-08-06 2020-08-05 Process-scale synthesis of a plasma kallikrein inhibitor

Country Status (26)

Country Link
US (1) US12503443B2 (https=)
EP (1) EP4010320A4 (https=)
JP (1) JP7626751B2 (https=)
KR (1) KR102928815B1 (https=)
CN (1) CN114206839B (https=)
AR (1) AR119617A1 (https=)
AU (1) AU2020324422B2 (https=)
BR (1) BR112022002060A2 (https=)
CA (1) CA3149176A1 (https=)
CL (2) CL2022000264A1 (https=)
CO (1) CO2022002392A2 (https=)
CR (1) CR20220092A (https=)
DO (1) DOP2022000027A (https=)
EC (1) ECSP22016209A (https=)
GE (2) GEAP202515893A (https=)
IL (1) IL290113B2 (https=)
JO (1) JOP20220021A1 (https=)
MX (1) MX2022001608A (https=)
PE (1) PE20221009A1 (https=)
PH (1) PH12022550221A1 (https=)
PY (1) PY2042865A (https=)
TN (1) TN2022000028A1 (https=)
TW (1) TWI881995B (https=)
UA (1) UA130182C2 (https=)
UY (1) UY38826A (https=)
WO (1) WO2021026182A1 (https=)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102736869B1 (ko) 2014-03-07 2024-12-02 바이오크리스트파마슈티컬즈,인코포레이티드 인간 혈장 칼리크레인 저해제
UY38438A (es) 2018-11-02 2020-05-29 Biocryst Pharm Inc Sales cristalinas de un inhibidor de calicreína plasmática
CN114206839B (zh) 2019-08-06 2025-03-07 拜奥克里斯特制药公司 血浆激肽释放酶抑制剂的生产规模合成
CN116375648A (zh) * 2023-03-22 2023-07-04 苏州农平科技发展有限公司 贝罗司他中间体的制备方法

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4559157A (en) 1983-04-21 1985-12-17 Creative Products Resource Associates, Ltd. Cosmetic applicator useful for skin moisturizing
LU84979A1 (fr) 1983-08-30 1985-04-24 Oreal Composition cosmetique ou pharmaceutique sous forme aqueuse ou anhydre dont la phase grasse contient un polyether oligomere et polyethers oligomeres nouveaux
LU86084A1 (fr) 1985-09-20 1987-04-02 Faco Sa Apparei de massage electrique
US5102417A (en) 1985-11-07 1992-04-07 Expandable Grafts Partnership Expandable intraluminal graft, and method and apparatus for implanting an expandable intraluminal graft
US4800882A (en) 1987-03-13 1989-01-31 Cook Incorporated Endovascular stent and delivery system
US4820508A (en) 1987-06-23 1989-04-11 Neutrogena Corporation Skin protective composition
US4886062A (en) 1987-10-19 1989-12-12 Medtronic, Inc. Intravascular radially expandable stent and method of implant
US4992478A (en) 1988-04-04 1991-02-12 Warner-Lambert Company Antiinflammatory skin moisturizing composition and method of preparing same
US4938949A (en) 1988-09-12 1990-07-03 University Of New York Treatment of damaged bone marrow and dosage units therefor
WO1990013332A1 (en) 1989-05-11 1990-11-15 Cedars-Sinai Medical Center Stent with sustained drug delivery
DE69110787T2 (de) 1990-02-28 1996-04-04 Medtronic, Inc., Minneapolis, Minn. Intraluminale prothese mit wirkstoffeluierung.
US5429634A (en) 1993-09-09 1995-07-04 Pdt Systems Biogenic implant for drug delivery and method
US5419760A (en) 1993-01-08 1995-05-30 Pdt Systems, Inc. Medicament dispensing stent for prevention of restenosis of a blood vessel
US6774278B1 (en) 1995-06-07 2004-08-10 Cook Incorporated Coated implantable medical device
DE60034447T2 (de) 2000-08-11 2008-02-14 Wilex Ag Nicht-kovalente Urokinase-und Angiogenese-Inhibitoren
US7038057B2 (en) * 2001-08-13 2006-05-02 E.I. Du Pont De Nemours And Company Substituted 1H-dihydropyrazoles, their preparation and use
US6770729B2 (en) 2002-09-30 2004-08-03 Medtronic Minimed, Inc. Polymer compositions containing bioactive agents and methods for their use
MX2011006319A (es) * 2008-12-18 2011-06-24 Bayer Cropscience Ag Amidas del acido antranilico sustituidas con tetrazol como plaguicidas.
CN102464701B (zh) 2010-11-08 2015-10-21 上海医药工业研究院 一类新型化合物、其制备方法及用途
EP2909181B1 (en) 2012-10-16 2017-08-09 Tolero Pharmaceuticals, Inc. Pkm2 modulators and methods for their use
KR102736869B1 (ko) 2014-03-07 2024-12-02 바이오크리스트파마슈티컬즈,인코포레이티드 인간 혈장 칼리크레인 저해제
CN114206839B (zh) 2019-08-06 2025-03-07 拜奥克里斯特制药公司 血浆激肽释放酶抑制剂的生产规模合成

Also Published As

Publication number Publication date
IL290113B1 (en) 2025-04-01
GEAP202515893A (en) 2025-02-25
TN2022000028A1 (en) 2023-10-09
CR20220092A (es) 2022-06-03
BR112022002060A2 (pt) 2022-06-07
AR119617A1 (es) 2021-12-29
JP7626751B2 (ja) 2025-02-04
AU2020324422A1 (en) 2022-03-17
US12503443B2 (en) 2025-12-23
UY38826A (es) 2021-02-26
WO2021026182A1 (en) 2021-02-11
GEP20257777B (en) 2025-07-10
JP2022543419A (ja) 2022-10-12
UA130182C2 (uk) 2025-12-10
PH12022550221A1 (en) 2022-12-19
TW202120481A (zh) 2021-06-01
EP4010320A4 (en) 2023-08-16
CL2023000942A1 (es) 2023-11-24
MX2022001608A (es) 2022-03-11
CN114206839A (zh) 2022-03-18
KR102928815B1 (ko) 2026-02-19
JOP20220021A1 (ar) 2023-01-30
DOP2022000027A (es) 2022-05-31
US20220289683A1 (en) 2022-09-15
CO2022002392A2 (es) 2022-04-08
IL290113A (en) 2022-03-01
PE20221009A1 (es) 2022-06-15
ECSP22016209A (es) 2022-06-30
EP4010320A1 (en) 2022-06-15
IL290113B2 (en) 2025-08-01
CN114206839B (zh) 2025-03-07
CL2022000264A1 (es) 2022-10-21
PY2042865A (es) 2021-05-05
AU2020324422B2 (en) 2026-02-26
TWI881995B (zh) 2025-05-01
KR20220044276A (ko) 2022-04-07

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