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阿哌沙班

Tier A — Act now

Apixaban · all drugs expiring in 2028 →

百时美施贵宝
Originator
2011
First approval
2028
Expiry (public)
$22.4B ▲
Peak sales
化学药
Type

Targets：F10

Brand：艾乐妥、Eliquis、艾乐通

Indications (approved)：肺栓塞、静脉血栓形成、Paget-Schroetter综合征、静脉血栓栓塞、血栓形成、栓塞、中风、缺血性卒中

Regional status

US
批准上市
2012-12-28
EU
批准上市
2011-05-18
China
批准上市
2013-01-22
Japan
批准上市
2012-12-25

Synthetic routes & intermediates7 routes

Originator routes × 1Optimised (non-patent) × 5Process routes × 1

Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.

OriginatorRoute 1Steps 6 · Total yield 3.5 g
Synthetic routes & intermediates Route 1
CodeCAS No.Intermediate
APIX-001540-37-4Available4-iodoaniline
APIX-0024509-90-4Available5-bromopentanoyl chloride
APIX-003385425-15-0Available1-(4-iodophenyl)piperidin-2-one
APIX-004545445-10-1Available3,3-dichloro-1-(4-iodophenyl)piperidin-2-one
APIX-005473927-69-4Available1-(4-iodophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-007473927-64-9Availableethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-008675-20-7Availablepiperidin-2-one
APIX-009503614-91-3Availableethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
OptimisedRoute 2Steps 6 · Total yield 1.06 g
Synthetic routes & intermediates Route 2
CodeCAS No.Intermediate
APIX-003385425-15-0Available1-(4-iodophenyl)piperidin-2-one
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-008675-20-7Availablepiperidin-2-one
APIX-01041419-12-9Available3,3-dichloropiperidin-2-one
APIX-011207976-92-9Available3-chloro-5,6-dihydropyridin-2(1H)-one
APIX-012110-91-8Availablemorpholine
APIX-013545445-40-7Available3-morpholino-5,6-dihydropyridin-2(1H)-one
APIX-014503614-56-0Availableethyl 1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-015503614-92-4Available1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid
OptimisedRoute 3Steps 8 · Total yield 60.19 g
Synthetic routes & intermediates Route 3
CodeCAS No.Intermediate
APIX-001540-37-4Available4-iodoaniline
APIX-003385425-15-0Available1-(4-iodophenyl)piperidin-2-one
APIX-004545445-10-1Available3,3-dichloro-1-(4-iodophenyl)piperidin-2-one
APIX-005473927-69-4Available1-(4-iodophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-008675-20-7Availablepiperidin-2-one
APIX-009503614-91-3Availableethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-012110-91-8Availablemorpholine
APIX-0162067-33-6Available5-bromopentanoic acid
APIX-0171539292-18-6Available5-bromo-N-(4-iodophenyl)pentanamide
APIX-0181619934-74-5Available3-chloro-1-(4-iodophenyl)-5,6-dihydropyridin-2(1H)-one
APIX-019545445-44-1Available3-morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one
OptimisedRoute 5Steps 6 · Total yield 2.07 g
Synthetic routes & intermediates Route 5
CodeCAS No.Intermediate
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-009503614-91-3Availableethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-019545445-44-1Available3-morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one
APIX-020100-01-6Available4-nitroaniline
APIX-02238560-30-4Available1-(4-nitrophenyl)piperidin-2-one
APIX-0281575-61-7Available5-chloropentanoyl chloride
APIX-029503615-03-0Available3-morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
APIX-0301267610-26-3Available1-(4-aminophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one
OptimisedRoute 6Steps 4 · Total yield 12.6 g
Synthetic routes & intermediates Route 6
CodeCAS No.Intermediate
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-007473927-64-9Availableethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-008675-20-7Availablepiperidin-2-one
APIX-009503614-91-3Availableethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-0311415831-82-1Available1-(4-iodophenyl)piperidine-2,3-dione
APIX-032a-1-(4-iodophenyl)-3-((trimethylsilyl)oxy)-5,6-dihydropyridin-2(1H)-one
APIX-032b-1-(4-iodophenyl)-2-oxo-1,2,5,6-tetrahydropyridin-3-yl 4-methylbenzenesulfonate
OptimisedRoute 7Steps 6 · Total yield 270 mg
Synthetic routes & intermediates Route 7
CodeCAS No.Intermediate
APIX-013545445-40-7Available3-morpholino-5,6-dihydropyridin-2(1H)-one
APIX-0211575-61-7Available-
APIX-033-N-(4-chlorophenyl)benzamide
APIX-034-N-(4-(5-morpholino-6-oxo-3,6-dihydropyridin-1(2H)-yl)phenyl)benzamide
APIX-035-methyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-036-methyl 6-(4-benzamidophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-037-methyl 6-(4-aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-0381423803-24-0Available6-(4-aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
APIX-039-6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
ProcessRoute 4Steps 8 · Total yield 8.9 kg
Synthetic routes & intermediates Route 4
CodeCAS No.Intermediate
APIX-00627143-07-3Availableethyl (Z)-2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
APIX-009503614-91-3Availableethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-020100-01-6Available4-nitroaniline
APIX-021a1575-61-7Available5-chloropentanoyl chloride
APIX-021b4509-90-4Available5-bromopentanoyl chloride
APIX-02238560-30-4Available1-(4-nitrophenyl)piperidin-2-one
APIX-023881386-01-2Available3,3-dichloro-1-(4-nitrophenyl)piperidin-2-one
APIX-024536760-29-9Available3-chloro-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
APIX-025536759-91-8Availableethyl 1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-026503615-07-4Availableethyl 6-(4-aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-027a-ethyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate
APIX-027b-ethyl 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

Frequently asked questions

What are the approved indications of Apixaban?

Approved indications include: 肺栓塞, 静脉血栓形成, Paget-Schroetter综合征, 静脉血栓栓塞, 血栓形成, 栓塞, 中风, 缺血性卒中.

When does the Apixaban patent expire?

Based on public sources, the Apixaban patent expires in 2028.

How many synthesis routes are recorded for Apixaban?

7 synthesis routes are recorded; the shortest is 4 steps with 12.6 g total yield. Intermediates in each route carry codes and CAS numbers.

Where can I buy Apixaban intermediates?

30 intermediate CAS of Apixaban are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.

How do I get a quote for Apixaban intermediates?

Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.

Source: cross-verified data (structured fields only) · 2026-09-24