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Sirdalud

5-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine · also: Ternelin, Zanaflex, Tizanidina, tizanidine, Tizanidinum, Tizanidine Hcl

FormulaC9H8ClN5S
Mol. weight253.708
PubChem CID5487
InChIKeyXFYDIVBRZNQMJC-UHFFFAOYSA-N
SMILESC1CN=C(N1)NC2=C(C=CC3=NSN=C32)Cl
13,550Patents
597Research papers
1,053Patents - last 3 years
25Papers - last 3 years

Who owns the IP

The organizations most actively patenting around this compound, ranked by referenced patent volume.

#AssigneePatents
1AbbVie Inc697
2Celgene Corp316
3Takeda Pharmaceutical Co Ltd231
4AbbVie Biotechnology Ltd191
5Abbott Laboratories183
6Pfizer Inc179
7Purdue Pharma LP155
8Allergan Inc143
9Biogen MA Inc141
10Pfizer Corp SRL140

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This preview shows the leading assignees. Cypris reveals the full ownership landscape - every filing entity, filing trends, and portfolio momentum.

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Where innovation is concentrated

Patent classifications ranked by volume reveal the technical domains with the most active filing.

#CodeAreaPatents
1A61KMedicinal preparations10,797
2A61PTherapeutic activity (drug indications)10,148
3C07DHeterocyclic compounds3,569
4C07KPeptides2,207
5Y02AClimate change adaptation1,435
6C12NMicroorganisms, enzymes910
7G01NInvestigating / analysing materials807
8A61MDevices for introducing media into the body689
9C07CAcyclic and carbocyclic compounds445
10A61LSterilising / disinfecting materials415

AI mapped opportunity space

This preview shows where patent activity concentrates. Cypris maps the full classification landscape to surface technical whitespace and IP headroom.

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Most-cited patents

Patents ranked by forward citations reveal the foundational inventions the field continues to build on.

TitleYearAssigneeCited by
Method of reducing somnolence in patients treated with tizanidine2002Acorda Therapeutics Inc36
TIZANIDINE SUCCINATE SALT FORMS AND METHODS OF MAKING AND USING THE SAME2008Transform Pharmaceuticals Inc17
A METHOD FOR THE PREPARATION OF TIZANIDINE HYDROCHLORIDE2010FARMAK, A.S.13
Novel use of tizanidine or its derivatives2007KERUIDE PHARMACEUTICAL CO., LTD., SICHUAN11
Green new process for preparing tizanidine hydrochloride2011CHANGZHOU YABANG PHARMACEUTICAL CO., LTD.10

Where research is gaining momentum

Research themes ranked by publication activity show where scientific interest is accelerating around this compound.

#Research topicPapers
1Botulinum Toxin and Related Neurological Disorders7
2Migraine and Headache Studies3
3Drug-Induced Hepatotoxicity and Protection2
4Analytical Methods in Pharmaceuticals1
5Anesthesia and Sedative Agents1
6Cerebral Palsy and Movement Disorders1
7Drug Solubulity and Delivery Systems1
8Drug-Induced Ocular Toxicity1
9Epilepsy research and treatment1
10Multiple Sclerosis Research Studies1

Technology trend analysis

Cypris uses AI to connect emerging research themes to IP activity, commercialization signals, and underexplored opportunity areas.

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Who's driving the science

The most-published authors working with this compound, alongside their primary affiliations.

#AuthorAffiliationPapers
1Herbert R. HenneyAcorda Therapeutics (United States)6
2Hideki OnoNagoya City University6
3Pertti J. NeuvonenUniversity of Helsinki6
4Janne T. BackmanUniversity of Helsinki5
5M.M. MirbagheriShirley Ryan AbilityLab5
6Ajit JadhavNational Center for Advancing Translational Sciences4
7Akira SugimotoMeijo University4
8Anton SimeonovNational Center for Advancing Translational Sciences4
9E. JankowskaUniversity of Gothenburg4
10A. YelnikHôpital Fernand-Widal3

Research leaders

This preview lists the top authors. Cypris surfaces the full researcher landscape, their affiliations, and how scientific influence is shifting.

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The literature that defines it

The most-cited papers anchoring the scientific record for this compound.

Frequently asked questions

Common questions about this compound's patent and research landscape, answered from the underlying data.

What is the chemical composition and molecular structure of Sirdalud?

Sirdalud has the canonical chemical name 5-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-2,1,3-benzothiadiazol-4-amine with molecular formula C9H8ClN5S and molecular weight 253.708. It is also known by the synonyms Ternelin, Zanaflex, Tizanidina, tizanidine, and Tizanidine hydrochloride.

Which organizations hold the most patents related to Sirdalud?

The leading patent assignees in the Sirdalud space are AbbVie Inc with 697 patents, Celgene Corp with 316 patents, and Takeda Pharmaceutical Co Ltd with 231 patents. Other significant holders include AbbVie Biotechnology Ltd, Abbott Laboratories, and Pfizer Inc.

What are the main clinical applications explored in research on Sirdalud?

Research publications on Sirdalud cover multiple clinical areas including spasticity management in conditions such as multiple sclerosis and cerebral palsy, as well as investigations into botulinum toxin and related neurological disorders. Key systematic reviews address comparative efficacy of skeletal muscle relaxants and treatments for spasticity and pain in multiple sclerosis.

What manufacturing and formulation innovations have been patented for Sirdalud?

Patent innovations include methods for preparation of tizanidine hydrochloride, development of tizanidine succinate salt forms with new methods of making and using them, and green chemistry processes for preparing tizanidine hydrochloride. A method for reducing somnolence in patients treated with tizanidine has also been patented.

How has patent and publication activity for Sirdalud trended in recent years?

Patent activity peaked in 2016–2017 with over 750 patents per year, then declined to 479 patents in 2024 and 272 in 2025. Publication activity has remained relatively stable, ranging from 8 to 18 papers per year between 2016 and 2024, with 3 papers recorded in 2025.

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