Tadalafil

Tier B — Position early

Tadalafil

Eli Lilly and Company

Originator

2002

First approval

Expiry (public)

$2.74B ▲

Peak sales

Small molecule

Type

Targets：PDE5A

Brand：Cialis, Zalutia, Adcirca, PharmFilm <span class="highlightText">Tadalafil</span>

Indications (approved)：Benign prostatic hyperplasia, Pulmonary hypertension, Pulmonary arterial hypertension, Erectile dysfunction

Regional status

Approved

2003-11-21

Approved

2002-11-12

China

Approved

2004-01-01

Japan

Approved

2007-07-31

Synthetic routes & intermediates5 routes

Originator routes × 0Optimised (non-patent) × 5Process routes × 0

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.

OptimisedRoute 1Steps 5 · Total yield 0.19 g

TADA-00154-12-6TADA-002120-57-0TADA-003406938-39-4TADA-004474668-76-3TADA-005171596-41-1TADA-006171489-59-1API · Tadalafil

Code	CAS No.	Intermediate
TADA-001	54-12-6	tryptophan
TADA-002	120-57-0	benzo[d][1,3]dioxole-5-carbaldehyde
TADA-003	406938-39-4	1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
TADA-004	474668-76-3	(1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid hydrochloride
TADA-005	171596-41-1	methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-006	171489-59-1	methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate

OptimisedRoute 2Steps 4 · Total yield 86 g

TADA-00154-12-6TADA-002120-57-0TADA-007103222-66-8TADA-00813515-93-0TADA-0091542950-66-2TADA-0101542950-70-8API · Tadalafil

Code	CAS No.	Intermediate
TADA-001	54-12-6	tryptophan
TADA-002	120-57-0	benzo[d][1,3]dioxole-5-carbaldehyde
TADA-007	103222-66-8	tryptophanoyl chloride hydrochloride
TADA-008	13515-93-0	methyl 2-(methyl-l2-azaneyl)acetate hydrochloride
TADA-009	1542950-66-2	methyl N-methyl-N-tryptophylglycinate hydrochloride
TADA-010	1542950-70-8	methyl ((1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl)(methyl)carbamate

OptimisedRoute 3Steps 6 · Total yield /

TADA-006171489-59-1TADA-0117524-52-9TADA-012171596-43-3TADA-013—TADA-014171596-42-2TADA-0151609374-53-9API · Tadalafil

Code	CAS No.	Intermediate
TADA-006	171489-59-1	methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-011	7524-52-9	methyl L-tryptophanate hydrochloride
TADA-012	171596-43-3	methyl (1S,3S)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-013	-	methyl (1S,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(4-nitrobenzyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-014	171596-42-2	methyl (1S,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-015	1609374-53-9	methyl (1S,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate hydrochloride

OptimisedRoute 4Steps 1 · Total yield /

TADA-002120-57-0TADA-004474668-76-3TADA-016153-94-6API · Tadalafil

Code	CAS No.	Intermediate
TADA-002	120-57-0	benzo[d][1,3]dioxole-5-carbaldehyde
TADA-004	474668-76-3	(1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid hydrochloride
TADA-016	153-94-6	D-tryptophan

OptimisedRoute 5Steps 3 · Total yield /

TADA-002120-57-0TADA-005171596-41-1TADA-006171489-59-1TADA-01722032-65-1API · Tadalafil

Code	CAS No.	Intermediate
TADA-002	120-57-0	benzo[d][1,3]dioxole-5-carbaldehyde
TADA-005	171596-41-1	methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-006	171489-59-1	methyl (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate
TADA-017	22032-65-1	methyl D-tryptophanate

Frequently asked questions

What are the approved indications of Tadalafil?

Approved indications include: Benign prostatic hyperplasia, Pulmonary hypertension, Pulmonary arterial hypertension, Erectile dysfunction.

When does the Tadalafil patent expire?

No public expiry year is available for Tadalafil yet; this page updates once verified.

How many synthesis routes are recorded for Tadalafil?

5 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.

Where can I buy Tadalafil intermediates?

All intermediates in Tadalafil routes have CAS profiles — you can submit an RFQ per CAS and it enters the Unibest matching pool.

How do I get a quote for Tadalafil 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) · 2026-09-29