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Chemistry

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Also known as: Arginine vasopressin, 113-79-1, Argipressine, Pitressin, Beta-hypophamine, 8-arginine-vasopressin
Molecular Formula
C46H65N15O12S2
Molecular Weight
1084.2  g/mol
InChI Key
KBZOIRJILGZLEJ-LGYYRGKSSA-N

Arginine Vasopressin
The predominant form of mammalian antidiuretic hormone. It is a nonapeptide containing an ARGININE at residue 8 and two disulfide-linked cysteines at residues of 1 and 6. Arg-vasopressin is used to treat DIABETES INSIPIDUS or to improve vasomotor tone and BLOOD PRESSURE.
1 2D Structure

Arginine Vasopressin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
2.1.2 InChI
InChI=1S/C46H65N15O12S2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
2.1.3 InChI Key
KBZOIRJILGZLEJ-LGYYRGKSSA-N
2.1.4 Canonical SMILES
C1CC(N(C1)C(=O)C2CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N
2.1.5 Isomeric SMILES
C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)N
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Arg Vasopressin

2. Arg-vasopressin

3. Arginine Vasopressin

4. Argipressin Tannate

5. Vasopressin, Arginine

2.2.2 Depositor-Supplied Synonyms

1. Arginine Vasopressin

2. 113-79-1

3. Argipressine

4. Pitressin

5. Beta-hypophamine

6. 8-arginine-vasopressin

7. Argipressin Tannate

8. Vasopressin (arginine Form)

9. Arginine-vasopressin

10. Chebi:34543

11. Vasophysin

12. Arg-vasopressin

13. Chembl373742

14. (arg8)-vasopressin

15. [arg8]-vasopressin

16. (2s)-1-[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-n-[(2s)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

17. 8-l-arginine Vasopressin

18. Argipresina

19. Argipressina

20. Argipressinum

21. Avp

22. Arg8-vasopressin

23. Argipressin [inn]

24. Argipressina [dcit]

25. Ncgc00166306-01

26. Argipressin [inn:ban]

27. 8-l-arginine-vasopressin

28. Argipresina [inn-spanish]

29. Argipressine [inn-french]

30. Argipressinum [inn-latin]

31. Unii-y4907o6mfd

32. Rindervasopressin

33. [3h]vasopressin

34. Einecs 204-035-4

35. 3-(phenylalanine)-8-arginineoxytocin

36. Arg8-vasopressin;avp

37. Arginine-8-vasopressin

38. Argipressin Or Lypressin

39. [8-arginine]vasopressin

40. [3h]argipressin Tannate

41. Antidiuretic Hormone (adh)

42. Arginine Vasopressin (avp)

43. Argipressin Tannate [usan]

44. Arginine Antidiuretic Hormone

45. Dsstox_cid_28324

46. Dsstox_rid_82752

47. Dsstox_gsid_48349

48. Schembl43139

49. Vasopressin, 8-l-arginine-

50. [cyclo S-s]cyfqncprg-nh2

51. Gtpl2168

52. Y4907o6mfd

53. Dtxsid0048349

54. Schembl17874853

55. Bdbm35667

56. Tox21_113037

57. Bdbm50044777

58. Mfcd00076738

59. Ncgc00166306-02

60. Ncgc00188439-01

61. Cas-113-79-1

62. H-cys-tyr-phe-gln-asn-cys-pro-arg-gly-nh2

63. Oxytocin, 3-(l-phenylalanine)-8-l-arginine-

64. Vasopressin, 8-l-arginine- (7ci,8ci,9ci)

65. Roxybenzyl-6,9,12,15,18-pentaoxo- (6ci)

66. 113a791

67. Q183011

68. Cys-tyr-phe-gln-asn-cys-pro-arg-gly-nh2[disulfide Bridge: 1-6]

69. (2s)-1-[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-13-(phenylmethyl)1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-n-[(2s)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

70. 1,2-dithia-5,8,11,14,17-pentaazacycloeicosane-10-propionamide, 19-amino-13-benzyl-7-(carbamoylmethyl)-4-[2-[[1-[(carbamoylmethyl)carbamoyl]-4-guanidinobutyl]carbamoyl]-1-pyrrolidinylcarbonyl]-16-p-hyd

71. 1-{[(4r,7s,10s,13s,16s,19r)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-l-prolyl-l-arginylglycinamide

72. Glycinamide, L-cysteinyl-l-tyrosyl-l-phenylalanyl-l-glutaminyl-l-asparaginyl-l-cysteinyl-l-prolyl-l-arginyl-, Cyclic (1>6)-disulfide

2.3 Create Date
2005-06-01
3 Chemical and Physical Properties
Molecular Weight 1084.2 g/mol
Molecular Formula C46H65N15O12S2
XLogP3-4.8
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count16
Rotatable Bond Count19
Exact Mass1083.43785492 g/mol
Monoisotopic Mass1083.43785492 g/mol
Topological Polar Surface Area515 Ų
Heavy Atom Count75
Formal Charge0
Complexity2070
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)


Antidiuretic Agents

Agents that reduce the excretion of URINE, most notably the octapeptide VASOPRESSINS. (See all compounds classified as Antidiuretic Agents.)


Hemostatics

Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure. (See all compounds classified as Hemostatics.)


USDMF

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GDUFA

DMF Review : Complete

Rev. Date : 2018-07-13

Pay. Date : 2018-05-04

DMF Number : 32769

Submission : 2018-05-05

Status : Active

Type : II

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Auro Peptides Ltd

India

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DMF Review : Complete

Rev. Date : 2018-09-11

Pay. Date : 2018-08-27

DMF Number : 33119

Submission : 2018-08-27

Status : Active

Type : II

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Bcn Peptides Sa

Spain

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DMF Review : N/A

Rev. Date :

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DMF Number : 25736

Submission : 2012-01-24

Status : Active

Type : II

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DMF Review : Complete

Rev. Date : 2023-01-19

Pay. Date : 2022-11-25

DMF Number : 37634

Submission : 2022-12-03

Status : Active

Type : II

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Hetero Drugs Ltd

India

USDMF

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DMF Review : Complete

Rev. Date : 2025-07-25

Pay. Date : 2025-07-15

DMF Number : 42073

Submission : 2025-06-30

Status : Active

Type : II

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Piramal Pharma Ltd

U.S.A

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DMF Review : Complete

Rev. Date : 2018-03-06

Pay. Date : 2017-11-27

DMF Number : 32146

Submission : 2017-10-12

Status : Active

Type : II

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AOCS Annual Meeting
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DMF Review : Complete

Rev. Date : 2018-03-02

Pay. Date : 2017-10-04

DMF Number : 32116

Submission : 2017-10-03

Status : Active

Type : II

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DMF Number : 27577

Submission : 2013-12-19

Status : Inactive

Type : II

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Europe

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Farmak JSC

Ukraine
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Ukraine
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Vasopressin

Brand Name : Projecta

Dosage Form : Solution for Injection

Dosage Strength : 20 VUML

Packaging : 1ML

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Ukraine

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AMWC Asia-TDAC
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Argipressin

Brand Name : Pitressin

Dosage Form : Solution For Injection

Dosage Strength : 20PRESSORUNITS/ML

Packaging :

Approval Date : 2006-03-29

Application Number :

Regulatory Info : Withdrawn

Registration Country : Malta

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AMWC Asia-TDAC
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Argipressin

Brand Name : Argipressin

Dosage Form : Solution For Injection

Dosage Strength : 20IU/ML

Packaging :

Approval Date : 2018-02-27

Application Number :

Regulatory Info : Invalid

Registration Country : Malta

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Orifarm A/S

Denmark
AMWC Asia-TDAC
Not Confirmed
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Orifarm A/S

Denmark
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Argipressin

Brand Name : Empressin

Dosage Form : Concentrate For Solution For Infusion

Dosage Strength : 40 IE/2 ml

Packaging :

Approval Date : 27-01-2023

Application Number : 28106833822

Regulatory Info : Prescription

Registration Country : Denmark

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Orpha Swiss Gmbh

Switzerland
AMWC Asia-TDAC
Not Confirmed
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Orpha Swiss Gmbh

Switzerland
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AMWC Asia-TDAC
Not Confirmed

Argipressin

Brand Name : Empressin

Dosage Form : Concentrate For Solution For Infusion

Dosage Strength : 40IU/2ml

Packaging :

Approval Date : 20/06/2017

Application Number : 66180

Regulatory Info : Allowed

Registration Country : Switzerland

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Orpha-Devel Handels und Vertriebs GmbH

Country
AMWC Asia-TDAC
Not Confirmed
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Orpha-Devel Handels und Vertriebs GmbH

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Argipressin monoacetate

Brand Name : Empress

Dosage Form : Concentrate For Solution For Infusion

Dosage Strength : 20IU/ml

Packaging :

Approval Date :

Application Number :

Regulatory Info : Marketed

Registration Country : Norway

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Orpha-Devel Handels Und Vertriebs Gmbh

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AMWC Asia-TDAC
Not Confirmed
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Orpha-Devel Handels Und Vertriebs Gmbh

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Argipressin

Brand Name : Empesin

Dosage Form : Concentrate For Solution For Infusion

Dosage Strength : 20IU/ml

Packaging :

Approval Date :

Application Number :

Regulatory Info : Prescription

Registration Country : Estonia

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Orpha-Devel Handels Und Vertriebs Gmbh

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AMWC Asia-TDAC
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Orpha-Devel Handels Und Vertriebs Gmbh

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Argipresin

Brand Name : Empressin

Dosage Form : Solution

Dosage Strength : 40IU

Packaging :

Approval Date : 16-10-2018

Application Number : 83405

Regulatory Info : Authorized

Registration Country : Spain

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Orpha Devel Handels- Und Vertr.

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AMWC Asia-TDAC
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Orpha Devel Handels- Und Vertr.

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Argipressin

Brand Name : Empressin

Dosage Form : Concentrate For Solution For Infusion

Dosage Strength : 40 IE/2 ml

Packaging :

Approval Date : 13-07-2018

Application Number : 28105848416

Regulatory Info : Prescription

Registration Country : Denmark

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Arginine Vasopressin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Arginine Vasopressin API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, and more, enabling you to easily find the right Arginine Vasopressin manufacturer or Arginine Vasopressin supplier for your needs.

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API | Excipient name

Arginine Vasopressin

Synonyms

113-79-1, Argipressine, Pitressin, Beta-hypophamine, 8-arginine-vasopressin, Argipressin tannate

Cas Number

113-79-1

About Arginine Vasopressin

The predominant form of mammalian antidiuretic hormone. It is a nonapeptide containing an ARGININE at residue 8 and two disulfide-linked cysteines at residues of 1 and 6. Arg-vasopressin is used to treat DIABETES INSIPIDUS or to improve vasomotor tone and BLOOD PRESSURE.

AVP Manufacturers

A AVP manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of AVP, including repackagers and relabelers. The FDA regulates AVP manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. AVP API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of AVP manufacturers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PhamaCompass.

AVP Suppliers

A AVP supplier is an individual or a company that provides AVP active pharmaceutical ingredient (API) or AVP finished formulations upon request. The AVP suppliers may include AVP API manufacturers, exporters, distributors and traders.

click here to find a list of AVP suppliers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PharmaCompass.

AVP USDMF

A AVP DMF (Drug Master File) is a document detailing the whole manufacturing process of AVP active pharmaceutical ingredient (API) in detail. Different forms of AVP DMFs exist exist since differing nations have different regulations, such as AVP USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A AVP DMF submitted to regulatory agencies in the US is known as a USDMF. AVP USDMF includes data on AVP's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The AVP USDMF is kept confidential to protect the manufacturer’s intellectual property.

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AVP KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a AVP Drug Master File in Korea (AVP KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of AVP. The MFDS reviews the AVP KDMF as part of the drug registration process and uses the information provided in the AVP KDMF to evaluate the safety and efficacy of the drug.

After submitting a AVP KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their AVP API can apply through the Korea Drug Master File (KDMF).

click here to find a list of AVP suppliers with KDMF on PharmaCompass.

AVP WC

A AVP written confirmation (AVP WC) is an official document issued by a regulatory agency to a AVP manufacturer, verifying that the manufacturing facility of a AVP active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting AVP APIs or AVP finished pharmaceutical products to another nation, regulatory agencies frequently require a AVP WC (written confirmation) as part of the regulatory process.

click here to find a list of AVP suppliers with Written Confirmation (WC) on PharmaCompass.

AVP NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing AVP as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for AVP API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture AVP as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain AVP and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a AVP NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of AVP suppliers with NDC on PharmaCompass.

AVP GMP

AVP Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of AVP GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, and more, enabling you to easily find the right AVP GMP manufacturer or AVP GMP API supplier for your needs.

AVP CoA

A AVP CoA (Certificate of Analysis) is a formal document that attests to AVP's compliance with AVP specifications and serves as a tool for batch-level quality control.

AVP CoA mostly includes findings from lab analyses of a specific batch. For each AVP CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

AVP may be tested according to a variety of international standards, such as European Pharmacopoeia (AVP EP), AVP JP (Japanese Pharmacopeia) and the US Pharmacopoeia (AVP USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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