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Chemistry

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Also known as: Nubain, Nalbuphine hcl, 23277-43-2, Nalbuphine hydrochloride [usan], En-2234a, Nalbufine hydrochloride
Molecular Formula
C21H28ClNO4
Molecular Weight
393.9  g/mol
InChI Key
YZLZPSJXMWGIFH-BCXQGASESA-N
FDA UNII
ZU4275277R

Nalbuphine Hydrochloride
A narcotic used as a pain medication. It appears to be an agonist at KAPPA RECEPTORS and an antagonist or partial agonist at MU RECEPTORS.
1 2D Structure

Nalbuphine Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4R,4aS,7S,7aR,12bS)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride
2.1.2 InChI
InChI=1S/C21H27NO4.ClH/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12;/h4-5,12,15-16,19,23-25H,1-3,6-11H2;1H/t15-,16+,19-,20-,21+;/m0./s1
2.1.3 InChI Key
YZLZPSJXMWGIFH-BCXQGASESA-N
2.1.4 Canonical SMILES
C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
2.1.5 Isomeric SMILES
C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
2.2 Other Identifiers
2.2.1 UNII
ZU4275277R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. En 2234a

2. En-2234a

3. En2234a

4. Nalbuphine

5. Nalbuphine Serb

6. Nubain

2.3.2 Depositor-Supplied Synonyms

1. Nubain

2. Nalbuphine Hcl

3. 23277-43-2

4. Nalbuphine Hydrochloride [usan]

5. En-2234a

6. Nalbufine Hydrochloride

7. Nsc-757829

8. Zu4275277r

9. (4r,4as,7s,7ar,12bs)-3-(cyclobutylmethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol;hydrochloride

10. Nalbuphine Hydrochloride (usan)

11. Chebi:7455

12. Nalbufina Clorhidrato [spanish]

13. En 2234a

14. Einecs 245-549-9

15. Nalbuphinehydrochloride

16. Unii-zu4275277r

17. Prestwick_344

18. Nubain (tn)

19. 17-(cyclobutylmethyl)-4,5alpha-epoxymorphinan-3,6alpha,14-triol Hydrochloride

20. (5alpha,6alpha)-17-(cyclobutylmethyl)-4,5-epoxymorphinan-3,6,14-triol Hydrochloride

21. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5-alpha,6-alpha)-

22. Schembl41123

23. Mls002154202

24. Chembl1201132

25. Dtxsid20177844

26. Hms1568g18

27. Nalbuphine Hydrochloride [mi]

28. Ccg-220118

29. Nsc 757829

30. Pw-4142

31. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5alpha,6alpha)-

32. Morphinan-3,6-alpha,14-triol, 17-(cyclobutylmethyl)-4,5-alpha-epoxy-, Hydrochloride

33. Nalbuphine Hydrochloride [mart.]

34. Nalbuphine Hydrochloride [vandf]

35. Nalbuphine Hydrochloride [who-dd]

36. Bn161328

37. Smr001233488

38. Nalbuphine Hydrochloride [orange Book]

39. D00843

40. E98629

41. Q27107499

42. (-)-17-(cyclobutylmethyl)- 4,5a-epoxymorphinan- 3,6a,14-triol Hydrochloride

43. 17-(cyclobutylmethyl)-4,5.alpha.-epoxymorphinan-3,6.alpha.,14-triol Hydrochloride

44. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, Hydrochloride, (5.alpha.,6.alpha.)-

45. Nalbuphine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 393.9 g/mol
Molecular Formula C21H28ClNO4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass393.1706861 g/mol
Monoisotopic Mass393.1706861 g/mol
Topological Polar Surface Area73.2 Ų
Heavy Atom Count27
Formal Charge0
Complexity597
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameNalbuphine hydrochloride
Drug LabelAmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
Active IngredientNalbuphine hydrochloride
Dosage FormInjectable
RouteInjection
Strength20mg/ml; 10mg/ml
Market StatusPrescription
CompanyHospira

2 of 2  
Drug NameNalbuphine hydrochloride
Drug LabelAmpulFliptop VialProtect from light.Rx OnlyNalbuphine hydrochloride is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. It is chemically related to both the widely used opioid antagonist, naloxone, and the potent opioid ana...
Active IngredientNalbuphine hydrochloride
Dosage FormInjectable
RouteInjection
Strength20mg/ml; 10mg/ml
Market StatusPrescription
CompanyHospira

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Opioid Agonist/Antagonist [EPC]; Partial Opioid Agonists [MoA]; Competitive Opioid Antagonists [MoA]

API SUPPLIERS

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USDMF

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01

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothEUROAPI, the leading small molecules API player, provides both API sales & CDMO services.

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GDUFA

DMF Review : Complete

Rev. Date : 2014-06-23

Pay. Date : 2013-11-15

DMF Number : 21144

Submission : 2007-06-20

Status : Active

Type : II

EUROAPI Compnay Banner

02

Specgx Llc

Ireland

USDMF

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Boulder Peptide 2024
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02

Specgx Llc

Ireland
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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 11421

Submission : 1995-03-31

Status : Active

Type : II

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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 2883

Submission : 1977-03-18

Status : Inactive

Type : II

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04

Specgx Llc

Ireland

USDMF

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04

Specgx Llc

Ireland
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GDUFA

DMF Review : Complete

Rev. Date : 2015-02-23

Pay. Date : 2013-12-24

DMF Number : 23604

Submission : 2010-04-29

Status : Active

Type : II

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05

Nv Organon

U.S.A

USDMF

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Nv Organon

U.S.A
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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 6388

Submission : 1986-02-21

Status : Inactive

Type : II

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Listed Suppliers

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01

Rusan Pharma

India
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  • WHO-GMP

Virtual BoothRusan Pharma: Over 30 years of specializing in the treatment of Addiction and Pain Management.

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Nalbuphine Hydrochloride

About the Company : Rusan Pharma is a fully integrated global pharmaceutical company specializing in the treatment of addiction & pain management. We manufacture & market a wide range of APIs & formul...

Rusan Pharma is a fully integrated global pharmaceutical company specializing in the treatment of addiction & pain management. We manufacture & market a wide range of APIs & formulations, in the area of controlled substances. Our facilities are GMP-approved by Health Canada, EU, TGA, ANVISA, PIC/S, WHO, Russia & SAHPRA. We have CEP approval for various APIs such as Buprenorphine, Fentanyl, Naltrexone, Methadone, Bisoprolol & we also manufacture Naloxone, Nalbuphine, Nalmefene, Apomorphine, Efflornithine & Sodium Oxybate. We also develop & manufacture various transdermal patches & long-acting formulations such as depot injections & Implants.
Rusan Pharma

02

EUROAPI

France
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  • EDQM
  • WHO-GMP

Virtual BoothEUROAPI, the leading small molecules API player, provides both API sales & CDMO services.

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Nalbuphine

About the Company : EUROAPI is the market leader in small molecule APIs with projected sales of about €1 billion in 2022. With around 200 APIs, it has one of the largest portfolios in the market. Th...

EUROAPI is the market leader in small molecule APIs with projected sales of about €1 billion in 2022. With around 200 APIs, it has one of the largest portfolios in the market. Thanks to its excellent R&D skills and six manufacturing facilities across Europe, EUROAPI guarantees API manufacturing of the highest quality to its clients in over 80 countries. Its strong innovation and R&D skills helps it to speed the development of more complex molecule segments through CDMO operations. It also offers experience in supply, regulation and quality. EUROAPI employs 3,350 people and is listed on Euronext.
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03

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Virtual BoothFaran Shimi: Leading producer of high-quality APIs & alkaloid opiates, serving major pharmaceutical companies across the Middle East.

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Nalbuphine Hydrochloride

About the Company : Faran Shimi Pharmaceutical Company, established in 2001 and affiliated with Golrang Pharmaceutical Investment Co, manufactures high-quality Active Pharmaceutical Ingredients (APIs)...

Faran Shimi Pharmaceutical Company, established in 2001 and affiliated with Golrang Pharmaceutical Investment Co, manufactures high-quality Active Pharmaceutical Ingredients (APIs) and finished dosage forms. For the past three years, the company focused on extracting alkaloid opiates, controlled substances, and narcotics. The APIs are widely used by major pharmaceutical companies nationwide and exported to the Middle East. All production adheres to local GMP standards in an SOP-driven environment with modern systems and utilities, ensuring the highest quality and safety.
Faran Shimi Pharmaceutical

04

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  • WHO-GMP

Virtual BoothDeccan Nutraceuticals: A global leader in the integrated development, manufacturing, and marketing of pharmaceutical products.

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Digital Content Digital Content

Nalbuphine

About the Company : Deccan Nutraceuticals Pvt. Ltd. (DNPL) is a group company of Alkaloids Corporation (India), was founded in 2001 and operates from a 22,000 sq. m. facility in Pune (India). Their co...

Deccan Nutraceuticals Pvt. Ltd. (DNPL) is a group company of Alkaloids Corporation (India), was founded in 2001 and operates from a 22,000 sq. m. facility in Pune (India). Their commitment to quality and adherence to Current Good Manufacturing Practices (CGMP) are integral to their operations. The company has been successfully audited by USFDA (5 times) and EDQM (2 times). The company manufactures high quality phytochemicals, semi-synthetic and synthetic APIs. DNPL stands as a responsible pharmaceutical manufacturer, devoted to delivering premium products across all the regions we serve.
Deccan Nutraceuticals

05

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Nalbuphine Hydrochloride

About the Company : Hasti Aria Shimi (H.A.S.) is established in 2010 as an R&D center of GPI. This company states (determined) R&D activities for developing API and technical know-how to other subsidi...

Hasti Aria Shimi (H.A.S.) is established in 2010 as an R&D center of GPI. This company states (determined) R&D activities for developing API and technical know-how to other subsidiary companies equipped with knowledgeable specialists and state-of-the-art facilities. To attain it’s determined goals, HAS benefits from technical units such as R&D department, Pharmaceutical Engineering Department, Market Research Department, Kilo Lab Unit and Mini Plant.
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Nalbuphine Hydrochloride

About the Company : Mallinckrodt Pharmaceuticals is a multibillion dollar specialty biopharmaceutical company focused on our mission: Managing Complexity. Improving Lives. We provide medicines to addr...

Mallinckrodt Pharmaceuticals is a multibillion dollar specialty biopharmaceutical company focused on our mission: Managing Complexity. Improving Lives. We provide medicines to address unmet patient needs, steming from nearly 150 years of using our unique strengths, experience and expertise to help improve people’s lives. Discover how our rich history of innovation and patient-centered solutions has helped influence our vision for the future. Our strong ability to master and manage complexity is the key component in making high-quality products that provide value for patients.
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07

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Nalbuphine Hydrochloride

About the Company : Micro Orgo Chem is a pharmaceutical establishment, manufacturing niche Active Pharmaceutical Ingredients (API). Founded in 1992, we have a mission of providing high quality drugs t...

Micro Orgo Chem is a pharmaceutical establishment, manufacturing niche Active Pharmaceutical Ingredients (API). Founded in 1992, we have a mission of providing high quality drugs to the market. Over these years, we have expanded our product portfolio to hormones, narcotics analgesics, steroids and more. We aspire to use our experience of over two decades to continue to provide Micro Orgo Chem’s finest drugs to those in need.
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08

OmnisMed Pharmaceuticals

United Kingdom
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OmnisMed Pharmaceuticals

United Kingdom
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Nalbuphine

About the Company : OmnisMed Pharmaceuticals believes that good healthcare must be accessible to everyone; That is the core of our philosophy. We are experts in providing a wide range of high-quality ...

OmnisMed Pharmaceuticals believes that good healthcare must be accessible to everyone; That is the core of our philosophy. We are experts in providing a wide range of high-quality pharmaceutical products, highly tested and approved controlled drugs, and fully certifiable medical devices. All our suppliers hold several GMPs and certifications which are readily accepted by developed and developing markets. The high daily manufacturing capacity of our facilities and our distribution network allows us to quickly fulfill large orders and ensure our manufacturing process is cost-effective.
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Nalbuphine Hydrochloride

About the Company : We are the largest pharmaceutical company in Slovakia with site originally established in the 1940s. Our multi-purpose headquarters is easily reachable from all central European hu...

We are the largest pharmaceutical company in Slovakia with site originally established in the 1940s. Our multi-purpose headquarters is easily reachable from all central European hubs like Vienna, Prague and Budapest. We, at Saneca, carry on the tradition of commitments to quality and customer service level. Everything that we do we approach from the customer perspective.
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API Reference Price

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16-Mar-2021
29-Aug-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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