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Chemistry

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Also known as: 98418-47-4, Metroprolol succinate, Selozok, Toprol xl, Metoprolol (succinate), Seloken-zok
Molecular Formula
C34H56N2O10
Molecular Weight
652.8  g/mol
InChI Key
RGHAZVBIOOEVQX-UHFFFAOYSA-N
FDA UNII
TH25PD4CCB

Metoprolol Succinate
A selective adrenergic beta-1 blocking agent that is commonly used to treat ANGINA PECTORIS; HYPERTENSION; and CARDIAC ARRHYTHMIAS.
1 2D Structure

Metoprolol Succinate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
butanedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
2.1.2 InChI
InChI=1S/2C15H25NO3.C4H6O4/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-3(6)1-2-4(7)8/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
2.1.3 InChI Key
RGHAZVBIOOEVQX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.CC(C)NCC(COC1=CC=C(C=C1)CCOC)O.C(CC(=O)O)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
TH25PD4CCB
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Beloc Duriles

2. Beloc-duriles

3. Betaloc

4. Betaloc Astra

5. Betaloc-astra

6. Betalok

7. Cgp 2175

8. Cgp-2175

9. Cgp2175

10. H 93 26

11. H 93-26

12. H 9326

13. Lopressor

14. Metoprolol

15. Metoprolol Cr Xl

16. Metoprolol Cr-xl

17. Metoprolol Tartrate

18. Seloken

19. Spesicor

20. Spesikor

21. Toprol

22. Toprol Xl

23. Toprol-xl

2.3.2 Depositor-Supplied Synonyms

1. 98418-47-4

2. Metroprolol Succinate

3. Selozok

4. Toprol Xl

5. Metoprolol (succinate)

6. Seloken-zok

7. H 93/26 Succinate

8. Toprol-xl

9. Metoprolol Hemisuccinate

10. Butanedioic Acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol

11. Th25pd4ccb

12. Spesicor Dos

13. Seloken Zoc

14. Beloc- Zok

15. 2-propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+-)-, Butanedioate (2:1) (salt)

16. Metoprolol Succinate [usan]

17. Unii-th25pd4ccb

18. Metoprololsuccinate

19. Metoprolol Succinate [usan:usp]

20. Toprol Xl (tn)

21. Metoprolol Succinate Extended-release Tablets

22. Metoprolol Succinate (usp)

23. (+-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol Succinate (2:1) (salt)

24. Dsstox_cid_28652

25. Dsstox_rid_82922

26. Dsstox_gsid_48726

27. Schembl40916

28. Chebi:6905

29. Chembl2356097

30. Dtxsid9048726

31. Metoprolol Succinate [mi]

32. Hms3886g21

33. Bcp02473

34. Metoprolol Succinate [vandf]

35. Tox21_113155

36. Hy-17503a

37. Metoprolol Succinate [mart.]

38. Mfcd23115896

39. S5341

40. Metoprolol Succinate [usp-rs]

41. Metoprolol Succinate [who-dd]

42. 1-(isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol; Succinic Acid

43. Akos015856332

44. Bcp9000922

45. Ccg-270331

46. Cs-3158

47. Ks-1241

48. Ac-26570

49. Metoprolol Succinate [ep Impurity]

50. Metoprolol Succinate [orange Book]

51. Metoprolol Succinate [ep Monograph]

52. Cas-98418-47-4

53. Metoprolol Succinate [usp Monograph]

54. Ft-0628933

55. Dutoprol Component Metoprolol Succinate

56. D00635

57. Metoprolol Succinate Component Of Dutoprol

58. 418m474

59. A845856

60. Q-201401

61. Q27289962

62. Metoprolol Succinate, United States Pharmacopeia (usp) Reference Standard

63. Bis(1-[4-(2-methoxyethyl)phenoxy]-3-[(propan-2-yl)amino]propan-2-ol); Butanedioic Acid

64. Butanedioic Acid,1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol

65. (+/-)-1-(isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol Succinate (2:1) (salt)

66. 123245-49-8

67. 2-propanol, 1-(4-(2-methoxyethyl)phenoxy)-3-((1-methylethyl)amino)-, (+/-)-, Butanedioate (2:1) (salt)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 652.8 g/mol
Molecular Formula C34H56N2O10
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count12
Rotatable Bond Count21
Exact Mass652.39349599 g/mol
Monoisotopic Mass652.39349599 g/mol
Topological Polar Surface Area176 Ų
Heavy Atom Count46
Formal Charge0
Complexity308
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameMetoprolol succinate
Drug LabelTOPROL-XL, metoprolol succinate, is a beta1-selective (cardioselective) adrenoceptor blocking agent, for oral administration, available as extended-release tablets. TOPROL-XL has been formulated to provide a controlled and predictable release of meto...
Active IngredientMetoprolol succinate
Dosage FormTablet, extended release
RouteOral
Strengtheq 25mg tartrate; eq 50mg tartrate; eq 200mg tartrate; eq 100mg tartrate
Market StatusPrescription
CompanyMylan Pharms; Wockhardt; Actavis Labs Fl; Reddys; Dr Reddys Labs

2 of 4  
Drug NameToprol-xl
Drug LabelTOPROL-XL, metoprolol succinate, is a beta1-selective (cardioselective) adrenoceptor blocking agent, for oral administration, available as extended-release tablets. TOPROL-XL has been formulated to provide a controlled and predictable release of meto...
Active IngredientMetoprolol succinate
Dosage FormTablet, extended release
RouteOral
Strengtheq 25mg tartrate; eq 50mg tartrate; eq 200mg tartrate; eq 100mg tartrate
Market StatusPrescription
CompanyAstrazeneca

3 of 4  
Drug NameMetoprolol succinate
Drug LabelTOPROL-XL, metoprolol succinate, is a beta1-selective (cardioselective) adrenoceptor blocking agent, for oral administration, available as extended-release tablets. TOPROL-XL has been formulated to provide a controlled and predictable release of meto...
Active IngredientMetoprolol succinate
Dosage FormTablet, extended release
RouteOral
Strengtheq 25mg tartrate; eq 50mg tartrate; eq 200mg tartrate; eq 100mg tartrate
Market StatusPrescription
CompanyMylan Pharms; Wockhardt; Actavis Labs Fl; Reddys; Dr Reddys Labs

4 of 4  
Drug NameToprol-xl
Drug LabelTOPROL-XL, metoprolol succinate, is a beta1-selective (cardioselective) adrenoceptor blocking agent, for oral administration, available as extended-release tablets. TOPROL-XL has been formulated to provide a controlled and predictable release of meto...
Active IngredientMetoprolol succinate
Dosage FormTablet, extended release
RouteOral
Strengtheq 25mg tartrate; eq 50mg tartrate; eq 200mg tartrate; eq 100mg tartrate
Market StatusPrescription
CompanyAstrazeneca

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)


Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


Adrenergic beta-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Antagonists.)


Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
beta-Adrenergic Blocker [EPC]; Adrenergic beta-Antagonists [MoA]

API Reference Price

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HIGHWAY, THALTEJ"},{"dataSource":"API Import","activeIngredients":"","year":"2022","qtr":"Q4","strtotime":1666204200,"product":"METOPROLOL SUCCINATE","address":"HETERO CORPORATE, NO. 7-2-A2, INDUSTRIAL ESTATE,SANATHNAGAR Conta","city":"HYDERABAD","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"NA","customer":"HETERO DRUGS","customerCountry":"INDIA","quantity":"2000.00","actualQuantity":"2000","unit":"KGS","unitRateFc":"62.5","totalValueFC":"125251.9","currency":"USD","unitRateINR":"5153.1","date":"20-Oct-2022","totalValueINR":"10306250","totalValueInUsd":"125251.9","indian_port":"MADRAS AIR","hs_no":"29221990","bill_no":"2967347","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"HETERO CORPORATE, NO. 7-2-A2, INDUSTRIAL ESTATE,SANATHNAGAR Conta"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1691173800,"product":"METOPROLOL SUCCINATE","address":"ALKEM HOUSE, DE VASHISH ADJACENT T O,MATULYA CENTRE, SENAPATI BAPAT MA","city":"MUMBAI","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"NA","customer":"ALKEM LABORATORIES","customerCountry":"INDIA","quantity":"4000.00","actualQuantity":"4000","unit":"KGS","unitRateFc":"57","totalValueFC":"230056","currency":"USD","unitRateINR":"4716.6","date":"05-Aug-2023","totalValueINR":"19056987.84","totalValueInUsd":"230056","indian_port":"JNPT\/ NHAVA SHEVA SEA","hs_no":"29222190","bill_no":"0","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"ALKEM HOUSE, DE VASHISH ADJACENT T O,MATULYA CENTRE, SENAPATI BAPAT MA"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q3","strtotime":1693938600,"product":"METOPROLOL SUCCINATE","address":"ALKEM HOUSE, DEVASHISH ADJACENT TO","city":"LOWER PAREL, MUMBAI. MAHARASHTRA","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"ALKEM LABORATORIES","customerCountry":"INDIA","quantity":"1620.00","actualQuantity":"1620","unit":"KGS","unitRateFc":"57","totalValueFC":"93332","currency":"USD","unitRateINR":"4782.3","date":"06-Sep-2023","totalValueINR":"7747326","totalValueInUsd":"93332","indian_port":"JNPT","hs_no":"29222190","bill_no":"7704251","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"CESAR MARTINELL BRUNET,08191 RUBI (BARCELONA)SDNF SPAIN","customerAddress":"ALKEM HOUSE, DEVASHISH ADJACENT TO"},{"dataSource":"API Import","activeIngredients":"","year":"2023","qtr":"Q4","strtotime":1700418600,"product":"METOPROLOL SUCCINATE","address":"ALKEM HOUSE, DEVASHISH ADJACENT TO","city":"LOWER PAREL, MUMBAI. MAHARASHTRA","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"ALKEM LABORATORIES","customerCountry":"INDIA","quantity":"1200.00","actualQuantity":"1200","unit":"KGS","unitRateFc":"57","totalValueFC":"69081.1","currency":"USD","unitRateINR":"4793.7","date":"20-Nov-2023","totalValueINR":"5752440","totalValueInUsd":"69081.1","indian_port":"JNPT","hs_no":"29222190","bill_no":"8841218","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"CESAR MARTINELL BRUNET,08191 RUBI (BARCELONA)SDNF SPAIN","customerAddress":"ALKEM HOUSE, DEVASHISH ADJACENT TO"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1704997800,"product":"(N.C.V.)[MARKET COMPLAINT SAMPLE FOR EVALUATION PURPOSE] METOPROLOL SUCCINATE PH.EUR (METOPR OLOL SUCCINATE)[BATCH # B68","address":"48, KANDIVLI INDUSTRIAL ESTATE,","city":"MUMBAI, MAHARASHTRA.","supplier":"SALUTAS PHARMA GMBH","supplierCountry":"INDIA","foreign_port":"N\/A","customer":"IPCA LABORATORIES","customerCountry":"INDIA","quantity":"0.01","actualQuantity":"0.01","unit":"KGS","unitRateFc":"1000","totalValueFC":"11.2","currency":"EUR","unitRateINR":"92700","date":"12-Jan-2024","totalValueINR":"927","totalValueInUsd":"11.2","indian_port":"Bombay Air","hs_no":"29225090","bill_no":"9646647","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"N\/A","supplierAddress":"OTTO-VON-GUERICKE-ALLEE 1 39179 BRALEBEN","customerAddress":"48, KANDIVLI INDUSTRIAL ESTATE,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1706812200,"product":"METOPROLOL SUCCINATE (1-(4-(2-METHOXYETHYL)PHENOXY)-3-((1-METHYLETHYL)AMINO)PROPAN-2-OL) BUTANEDIOATE","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"DR. REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"5.00","actualQuantity":"5","unit":"KGS","unitRateFc":"500","totalValueFC":"2529.4","currency":"USD","unitRateINR":"41975","date":"02-Feb-2024","totalValueINR":"209875","totalValueInUsd":"2529.4","indian_port":"Hyderabad Air","hs_no":"29221990","bill_no":"9946882","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"C\/. CESAR MARTINELL I BRUNET, 12A ,08191 RUBI, BARCELONA , SPAINSDNF Spain","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1717353000,"product":"METOPROLOL SUCCINATE","address":"HETERO CORPORATE, NO. 7-2-A2,","city":"HYDERABAD","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"HETERO DRUGS","customerCountry":"INDIA","quantity":"2250.00","actualQuantity":"2250","unit":"KGS","unitRateFc":"63.9","totalValueFC":"145206.2","currency":"USD","unitRateINR":"5387.4","date":"03-Jun-2024","totalValueINR":"12121727.63","totalValueInUsd":"145206.2","indian_port":"Madras Air","hs_no":"29221990","bill_no":"3808719","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"C\/ CESAR MARTINELL I BRUNET12A 08191 RUBIBARCELONA SPAIN","customerAddress":"HETERO CORPORATE, NO. 7-2-A2,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q2","strtotime":1718821800,"product":"METOPROLOL SUCCINATE","address":"ALKEM HOUSE, DEVASHISH ADJACENT TO","city":"LOWER PAREL, MUMBAI. MAHARASHTRA","supplier":"MOEHS IBERICA","supplierCountry":"SPAIN","foreign_port":"BARCELONA","customer":"ALKEM LABORATORIES","customerCountry":"INDIA","quantity":"5375.00","actualQuantity":"5375","unit":"KGS","unitRateFc":"57","totalValueFC":"309386.6","currency":"USD","unitRateINR":"4805.1","date":"20-Jun-2024","totalValueINR":"25827412.5","totalValueInUsd":"309386.6","indian_port":"JNPT","hs_no":"29222190","bill_no":"4101659","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"BARCELONA","supplierAddress":"CESAR MARTINELL BRUNET,08191 RUBI (BARCELONA)SDNF SPAIN","customerAddress":"ALKEM HOUSE, DEVASHISH ADJACENT TO"}]
01-Jan-2021
26-Aug-2024
KGS
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Average Price (USD/KGS)

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Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 1...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 100MG TARTRATE

USFDA APPLICATION NUMBER - 19962

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 2...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 200MG TARTRATE

USFDA APPLICATION NUMBER - 19962

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 2...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 25MG TARTRATE

USFDA APPLICATION NUMBER - 19962

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 5...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - EQ 50MG TARTRATE

USFDA APPLICATION NUMBER - 19962

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ ...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ 100MG TARTRATE

USFDA APPLICATION NUMBER - 210428

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ ...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ 200MG TARTRATE

USFDA APPLICATION NUMBER - 210428

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ ...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ 25MG TARTRATE

USFDA APPLICATION NUMBER - 210428

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ ...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - EQ 50MG TARTRATE

USFDA APPLICATION NUMBER - 210428

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5MG;EQ 100MG TARTRATE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21956

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5MG;EQ 25MG TARTRATE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21956

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 12.5MG;EQ 50MG TARTRATE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 21956

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