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Chemistry

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Also known as: 144481-98-1, Landiolol hcl, Ono 1101 hydrochloride, Ono-1101 hydrochloride, Landiolol related impurity 4, ((s)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((s)-2-hydroxy-3-((2-(morpholine-4-carboxamido)ethyl)amino)propoxy)phenyl)propanoate hydrochloride

Molecular Formula

C₂₅H₄₀ClN₃O₈

Molecular Weight

546.1 g/mol

InChI Key

DLPGJHSONYLBKP-IKGOIYPNSA-N

FDA UNII

G8HQ634Y17

1 2D Structure

Landiolol Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)-2-hydroxy-3-[2-(morpholine-4-carbonylamino)ethylamino]propoxy]phenyl]propanoate;hydrochloride

2.1.2 InChI

InChI=1S/C25H39N3O8.ClH/c1-25(2)35-18-22(36-25)17-34-23(30)8-5-19-3-6-21(7-4-19)33-16-20(29)15-26-9-10-27-24(31)28-11-13-32-14-12-28;/h3-4,6-7,20,22,26,29H,5,8-18H2,1-2H3,(H,27,31);1H/t20-,22+;/m0./s1

2.1.3 InChI Key

DLPGJHSONYLBKP-IKGOIYPNSA-N

2.1.4 Canonical SMILES

CC1(OCC(O1)COC(=O)CCC2=CC=C(C=C2)OCC(CNCCNC(=O)N3CCOCC3)O)C.Cl

2.1.5 Isomeric SMILES

CC1(OC[C@H](O1)COC(=O)CCC2=CC=C(C=C2)OC[C@H](CNCCNC(=O)N3CCOCC3)O)C.Cl

2.2 Other Identifiers

2.2.1 UNII

G8HQ634Y17

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 144481-98-1

2. Landiolol Hcl

3. Ono 1101 Hydrochloride

4. Ono-1101 Hydrochloride

5. Landiolol Related Impurity 4

6. ((s)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((s)-2-hydroxy-3-((2-(morpholine-4-carboxamido)ethyl)amino)propoxy)phenyl)propanoate Hydrochloride

7. G8hq634y17

8. Ldll600

9. Landiolol (hydrochloride)

10. Dsstox_cid_28531

11. Dsstox_rid_82803

12. Dsstox_gsid_48605

13. [(4s)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2s)-2-hydroxy-3-[2-(morpholine-4-carbonylamino)ethylamino]propoxy]phenyl]propanoate;hydrochloride

14. Landiolol Hydrochloride (jan)

15. Landiolol Hydrochloride [jan]

16. ((s)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-((s)-2-hydroxy-3-((2-(morpholine-4-carboxamido)ethyl)amino)propoxy)phenyl)propanoate Hcl

17. Cas-144481-98-1

18. Ncgc00182709-01

19. Ncgc00182709-02

20. Onoact

21. Unii-g8hq634y17

22. Onoact (tn)

23. Landiolol Hydrochloride [usan]

24. Chembl2362410

25. Dtxsid3048605

26. Chebi:31760

27. Landiolol Hydrochloride [mi]

28. Tox21_112940

29. Tox21_113021

30. Mfcd01937430

31. S5540

32. Akos025311253

33. Tox21_113021_1

34. Ccg-269982

35. Hy-100607a

36. Landiolol Hydrochloride [mart.]

37. Landiolol Hydrochloride [who-dd]

38. Ncgc00182709-03

39. Ac-22604

40. As-17684

41. Benzenepropanoic Acid, 4-(2-hydroxy-3-((2-((4-morpholinylcarbonyl)amino)ethyl)amino)propoxy)-, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl Ester, (s-(r*,r*))-, Hydrochloride

42. Landiolol Hydrochloride, >=98% (hplc)

43. Cs-0019761

44. L0296

45. D01847

46. A808219

47. Q27278937

48. 4-((s)-2-hydroxy-3-((2-((morpholinocarbonyl)amino)ethyl)amino)propoxy)benzenepropanoic Acid ((s)-2,2-dimethyl-1,3-dioxolane-4alpha-yl)methyl Hydrochloric Acid

49. Benzenepropanoic Acid, 4-[(2s)-2-hydroxy-3-[[2-[(4-morpholinylcarbonyl)amino]ethyl]amino]propoxy]-, [(4s)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl Ester, Hydrochloride (1:1)

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₄₀ClN₃O₈
Molecular Weight	546.1 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	14
Exact Mass	545.2503929 g/mol
Monoisotopic Mass	545.2503929 g/mol
Topological Polar Surface Area	128 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	666
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Indication

Treatment of supraventricular arrhythmias

API SUPPLIERS

01

Axplora

Germany

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NDC KDMF VMF Others AUDIT

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Tianjin Hankang Pharmaceutical Bio...

China

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Procos S. p. A.

Italy

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Axplora

Germany

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Landiolol HCl IH

Date of Issue : 2022-03-18

Valid Till : 2025-05-28

Written Confirmation Number : WC-0019

Address of the Firm : Plot No. 115, Ramky Pharma City, SEZ, Parawada Mandal, Visakhapatnam, Andhra Pra...

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Mehta API

India

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01

Alfa Chemistry

U.S.A

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Guangzhou Tosun Pharmaceutical

China

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Hunan Huateng Pharmaceutical Co ltd

China

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04

Jigs Chemical

India

China

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Drugs in Development

01 AOP Health

Austria

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02 Eagle Pharmaceuticals

U.S.A

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03 Eagle Pharmaceuticals

U.S.A

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04 AOP Orphan

Austria

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05 Ono Pharmaceutical

Japan

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Fuji Pharma

Japan

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02

Fuji Pharma

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06

Ono Pharmaceutical

Japan

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DATA COMPILATION #PharmaFlow

Top drugs and pharmaceutical companies of 2019 by revenues

Acquisitions and spin-offs dominated headlines in 2019 and the tone was set very early with Bristol-Myers Squibb acquiring New Jersey-based cancer drug company Celgene in a US$ 74 billion deal announced on January 3, 2019. After factoring in debt, the deal value ballooned to about US$ 95 billion, which according to data compiled by Refinitiv, made it the largest healthcare deal on record. In the summer, AbbVie Inc, which sells the world’s best-selling drug Humira, announced its acquisition of Allergan Plc, known for Botox and other cosmetic treatments, for US$ 63 billion. While the companies are still awaiting regulatory approval for their deal, with US$ 49 billion in combined 2019 revenues, the merged entity would rank amongst the biggest in the industry. View Our Interactive Dashboard on Top drugs by sales in 2019 (Free Excel Available) The big five by pharmaceutical sales — Pfizer, Roche, J&J, Novartis and Merck Pfizer continued to lead companies by pharmaceutical sales by reporting annual 2019 revenues of US$ 51.8 billion, a decrease of US$ 1.9 billion, or 4 percent, compared to 2018. The decline was primarily attributed to the loss of exclusivity of Lyrica in 2019, which witnessed its sales drop from US$ 5 billion in 2018 to US$ 3.3 billion in 2019. In 2018, Pfizer’s then incoming CEO Albert Bourla had mentioned that the company did not see the need for any large-scale M&A activity as Pfizer had “the best pipeline” in its history, which needed the company to focus on deploying its capital to keep its pipeline flowing and execute on its drug launches. Bourla stayed true to his word and barring the acquisition of Array Biopharma for US$ 11.4 billion and a spin-off to merge Upjohn, Pfizer’s off-patent branded and generic established medicines business with Mylan, there weren’t any other big ticket deals which were announced. The Upjohn-Mylan merged entity will be called Viatris and is expected to have 2020 revenues between US$ 19 and US$ 20 billion and could outpace Teva to become the largest generic company in the world, in term of revenues. Novartis, which had followed Pfizer with the second largest revenues in the pharmaceutical industry in 2018, reported its first full year earnings after spinning off its Alcon eye care devices business division that had US$ 7.15 billion in 2018 sales. In 2019, Novartis slipped two spots in the ranking after reporting total sales of US$ 47.4 billion and its CEO Vas Narasimhan continued his deal-making spree by buying New Jersey-headquartered The Medicines Company (MedCo) for US$ 9.7 billion to acquire a late-stage cholesterol-lowering therapy named inclisiran. As Takeda Pharmaceutical Co was busy in 2019 on working to reduce its debt burden incurred due to its US$ 62 billion purchase of Shire Plc, which was announced in 2018, Novartis also purchased the eye-disease medicine, Xiidra, from the Japanese drugmaker for US$ 5.3 billion. Novartis’ management also spent a considerable part of 2019 dealing with data-integrity concerns which emerged from its 2018 buyout of AveXis, the gene-therapy maker Novartis had acquired for US$ 8.7 billion. The deal gave Novartis rights to Zolgensma, a novel treatment intended for children less than two years of age with the most severe form of spinal muscular atrophy (SMA). Priced at US$ 2.1 million, Zolgensma is currently the world’s most expensive drug. However, in a shocking announcement, a month after approving the drug, the US Food and Drug Administration (FDA) issued a press release on data accuracy issues as the agency was informed by AveXis that its personnel had manipulated data which the FDA used to evaluate product comparability and nonclinical (animal) pharmacology as part of the biologics license application (BLA), which was submitted and reviewed by the FDA. With US$ 50.0 billion (CHF 48.5 billion) in annual pharmaceutical sales, Swiss drugmaker Roche came in at number two position in 2019 as its sales grew 11 percent driven by its multiple sclerosis medicine Ocrevus, haemophilia drug Hemlibra and cancer medicines Tecentriq and Perjeta. Roche’s newly introduced medicines generated US$ 5.53 billion (CHF 5.4 billion) in growth, helping offset the impact of the competition from biosimilars for its three best-selling drugs MabThera/Rituxan, Herceptin and Avastin. In late 2019, after months of increased antitrust scrutiny, Roche completed its US$ 5.1 billion acquisition of Spark Therapeutics to strengthen its presence in gene therapy. Last year, J&J reported almost flat worldwide sales of US$ 82.1 billion. J&J’s pharmaceutical division generated US$ 42.20 billion and its medical devices and consumer health divisions brought in US$ 25.96 billion and US$ 13.89 billion respectively. Since J&J’s consumer health division sells analgesics, digestive health along with beauty and oral care products, the US$ 5.43 billion in consumer health sales from over-the-counter drugs and women’s health products was only used in our assessment of J&J’s total pharmaceutical revenues. With combined pharmaceutical sales of US$ 47.63 billion, J&J made it to number three on our list. While the sales of products like Stelara, Darzalex, Imbruvica, Invega Sustenna drove J&J’s pharmaceutical business to grow by 4 percent over 2018, the firm had to contend with generic competition against key revenue contributors Remicade and Zytiga. US-headquartered Merck, which is known as MSD (short for Merck Sharp & Dohme) outside the United States and Canada, is set to significantly move up the rankings next year fueled by its cancer drug Keytruda, which witnessed a 55 percent increase in sales to US$ 11.1 billion. Merck reported total revenues of US$ 41.75 billion and also announced it will spin off its women’s health drugs, biosimilar drugs and older products to create a new pharmaceutical company with US$ 6.5 billion in annual revenues. The firm had anticipated 2020 sales between US$ 48.8 billion and US$ 50.3 billion however this week it announced that the coronavirus pandemic will reduce 2020 sales by more than $2 billion. View Our Interactive Dashboard on Top drugs by sales in 2019 (Free Excel Available) Humira holds on to remain world’s best-selling drug AbbVie’s acquisition of Allergan comes as the firm faces the expiration of patent protection for Humira, which brought in a staggering US$ 19.2 billion in sales last year for the company. AbbVie has failed to successfully acquire or develop a major new product to replace the sales generated by its flagship drug. In 2019, Humira’s US revenues increased 8.6 percent to US$ 14.86 billion while internationally, due to biosimilar competition, the sales dropped 31.1 percent to US$ 4.30 billion. Bristol Myers Squibb’s Eliquis, which is also marketed by Pfizer, maintained its number two position and posted total sales of US$ 12.1 billion, a 23 percent increase over 2018. While Bristol Myers Squibb’s immunotherapy treatment Opdivo, sold in partnership with Ono in Japan, saw sales increase from US$ 7.57 billion to US$ 8.0 billion, the growth paled in comparison to the US$ 3.9 billion revenue increase of Opdivo’s key immunotherapy competitor Merck’s Keytruda. Keytruda took the number three spot in drug sales that previously belonged to Celgene’s Revlimid, which witnessed a sales decline from US$ 9.69 billion to US$ 9.4 billion. Cancer treatment Imbruvica, which is marketed by J&J and AbbVie, witnessed a 30 percent increase in sales. With US$ 8.1 billion in 2019 revenues, it took the number five position. View Our Interactive Dashboard on Top drugs by sales in 2019 (Free Excel Available) Vaccines – Covid-19 turns competitors into partners This year has been dominated by the single biggest health emergency in years — the novel coronavirus (Covid-19) pandemic. As drugs continue to fail to meet expectations, vaccine development has received a lot of attention. GSK reported the highest vaccine sales of all drugmakers with total sales of US$ 8.4 billion (GBP 7.16 billion), a significant portion of its total sales of US$ 41.8 billion (GBP 33.754 billion). US-based Merck’s vaccine division also reported a significant increase in sales to US$ 8.0 billion and in 2019 received FDA and EU approval to market its Ebola vaccine Ervebo. This is the first FDA-authorized vaccine against the deadly virus which causes hemorrhagic fever and spreads from person to person through direct contact with body fluids. Pfizer and Sanofi also reported an increase in their vaccine sales to US$ 6.4 billion and US$ 6.2 billion respectively and the Covid-19 pandemic has recently pushed drugmakers to move faster than ever before and has also converted competitors into partners. In a rare move, drug behemoths — Sanofi and GlaxoSmithKline (GSK) —joined hands to develop a vaccine for the novel coronavirus. The two companies plan to start human trials in the second half of this year, and if things go right, they will file for potential approvals by the second half of 2021. View Our Interactive Dashboard on Top drugs by sales in 2019 (Free Excel Available) Our view Covid-19 has brought the world economy to a grinding halt and shifted the global attention to the pharmaceutical industry’s capability to deliver solutions to address this pandemic. Our compilation shows that vaccines and drugs for infectious diseases currently form a tiny fraction of the total sales of pharmaceutical companies and few drugs against infectious diseases rank high on the sales list. This could well explain the limited range of options currently available to fight Covid-19. With the pandemic currently infecting over 3 million people spread across more than 200 countries, we can safely conclude that the scenario in 2020 will change substantially. And so should our compilation of top drugs for the year. View Our Interactive Dashboard on Top drugs by sales in 2019 (Free Excel Available)

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XYZ Pharma

Gabon

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ABOUT THIS PAGE

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CHEMISTRY

Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

12 API Suppliers

1 JDMF

2 EU WC

11 Listed Suppliers

$ API Reference Price

DEVELOPMENTS

4 Drugs in Development

INTERMEDIATES

3 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

7 FDF Dossiers

1 FDA Orange Book

6 Listed Dossiers

DIGITAL CONTENT

1 DATA COMPILATION #PharmaFlow

3 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

7 Annual Reports

REF. STANDARDS & IMPURITIES

8 Others

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API REF. PRICE (USD/KG)

$ 48,663

MARKET PLACE

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DRUG PRODUCT COMPOSITIONS

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