Felypressin acetate
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 326643

CAS#: 56-59-7 (free base).

Description: Felypressin is a Vasopressin 1 agonist, and will thus have effects at all Arginine vasopressin receptor 1As. Felypressin has equipotent pressure responses when compared with epinephrine, showing a greater extent of action. Felypressin is safe for hypertensive subjects, in particular those receiving atenolol.


Price and Availability

Size
Price

25mg
Not available
200mg
Not available
2g
USD 3950
20g
Ask price
Size
Price

50mg
Not available
500mg
Not available
5g
USD 6950
Size
Price

100mg
Not available
1g
USD 2950
10g
USD 9950

Felypressin acetate is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 326643
Name: Felypressin acetate
CAS#: 56-59-7 (free base).
Chemical Formula: C48H69N13O13S2
Exact Mass:
Molecular Weight: 1100.278
Elemental Analysis: C, 52.40; H, 6.32; N, 16.55; O, 18.90; S, 5.83


Synonym: Felypressin acetate; 2-(L-Phenylalanine)-8-L-lysinevasopressin; PLV-2; PLV 2; PLV2. H-Cys-Phe-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 (Disulfide bond)

IUPAC/Chemical Name: (S)-N-((S)-6-amino-1-((2-amino-2-oxoethyl)amino)-1-oxohexan-2-yl)-1-((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13,16-dibenzyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide acetate

InChi Key: ZONQCMCHGLZABI-DHSVNZEYSA-N

InChi Code: InChI=1S/C46H65N13O11S2.C2H4O2/c47-18-8-7-14-29(40(64)52-23-38(51)62)54-45(69)35-15-9-19-59(35)46(70)34-25-72-71-24-28(48)39(63)55-31(20-26-10-3-1-4-11-26)43(67)56-32(21-27-12-5-2-6-13-27)42(66)53-30(16-17-36(49)60)41(65)57-33(22-37(50)61)44(68)58-34;1-2(3)4/h1-6,10-13,28-35H,7-9,14-25,47-48H2,(H2,49,60)(H2,50,61)(H2,51,62)(H,52,64)(H,53,66)(H,54,69)(H,55,63)(H,56,67)(H,57,65)(H,58,68);1H3,(H,3,4)/t28-,29-,30-,31-,32-,33-,34-,35-;/m0./s1

SMILES Code: O=C([C@H]1N(C([C@@H](NC([C@H](CC(N)=O)NC([C@H](CCC(N)=O)NC([C@H](CC2=CC=CC=C2)NC([C@H](CC3=CC=CC=C3)N4)=O)=O)=O)=O)CSSC[C@H](N)C4=O)=O)CCC1)N[C@H](C(NCC(N)=O)=O)CCCCN.CC(O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Fleury CA, Andreo VC, Lomba PC, Dionísio TJ, Amaral SL, Santos CF, Faria FA. Comparison of epinephrine and felypressin pressure effects in 1K1C hypertensive rats treated or not with atenolol. J Anesth. 2015 Feb;29(1):56-64. doi: 10.1007/s00540-014-1866-y. Epub 2014 Jun 25. PubMed PMID: 24962945.

2: Bronzo AL, Cardoso CG Jr, Ortega KC, Mion D Jr. Felypressin increases blood pressure during dental procedures in hypertensive patients. Arq Bras Cardiol. 2012 Aug;99(2):724-31. Epub 2012 Jun 28. English, Portuguese. PubMed PMID: 22735869.

3: Inagawa M, Ichinohe T, Kaneko Y. Felypressin, but not epinephrine, reduces myocardial oxygen tension after an injection of dental local anesthetic solution at routine doses. J Oral Maxillofac Surg. 2010 May;68(5):1013-7. doi: 10.1016/j.joms.2009.07.080. Epub 2009 Dec 23. PubMed PMID: 20031290.

4: Cecanho R, De Luca LA Jr, Ranali J. Cardiovascular effects of felypressin. Anesth Prog. 2006 Winter;53(4):119-25. PubMed PMID: 17177590; PubMed Central PMCID: PMC1705833.

5: Duncan ID, McKinley CA, Pinion SB, Wilson SM. A double-blind, randomized, placebo-controlled trial of prilocaine and felypressin (Citanest and Octapressin) for the relief of pain associated with cervical biopsy and treatment with the Semm coagulator. J Low Genit Tract Dis. 2005 Jul;9(3):171-5. PubMed PMID: 16044058.

6: Dhar KK, Foden-Shroff J, Ghoshal S, Tucker H, Millinship J, Redman CW. Local anaesthesia for large loop excision of the cervical transformation zone: has prilocaine/felypressin less side effects than lignocaine/adrenaline? J Obstet Gynaecol. 1998 Jul;18(4):373-4. PubMed PMID: 15512113.

7: Azuma Y, Ohura K. Immunological modulation by lidocaine-epinephrine and prilocaine-felypressin on the functions related to natural immunity in neutrophils and macrophages. Curr Drug Targets Immune Endocr Metabol Disord. 2004 Mar;4(1):29-36. Review. PubMed PMID: 15032623.

8: Singi G, Oliveira Nde S, Araujo LD, Singi MB. Hemodynamic effects of felypressin and epinephrine on anesthetized rats. J Anesth. 2003;17(3):204-5. PubMed PMID: 12911212.

9: Miyachi K, Ichinohe T, Kaneko Y. Effects of local injection of prilocaine-felypressin on the myocardial oxygen balance in dogs. Eur J Oral Sci. 2003 Aug;111(4):339-45. Erratum in: Eur J Oral Sci. 2003 Oct;111(5):457. PubMed PMID: 12887400.

10: Araújo LD, Singi G, Gazola R. Verification of protector effect of the norepinephrine and felypressin upon the cardiovascular system under action of the lidocaine hydrochloride and prilocaine hydrochloride in anesthetized rats. Pharmacol Res. 2002 Aug;46(2):107-11. PubMed PMID: 12220948.

11: Kasahara M, Ichinohe T, Kaneko Y. Adenosine and amrinone reverse felypressin-induced depression of myocardial tissue oxygen tension in dogs. Can J Anaesth. 2000 Nov;47(11):1107-13. PubMed PMID: 11097542.

12: Volpato MC, Ranali J, Amaral IM, Demetrio CG, Chalita LV. Acute toxicity (LD50 and CD50) of lidocaine and prilocaine in combination with adrenaline and felypressin. Indian J Dent Res. 1999 Oct-Dec;10(4):138-44. PubMed PMID: 10865397.

13: Howells RE, Tucker H, Millinship J, Shroff JF, Dhar KK, Jones PW, Redman CW. A comparison of the side effects of prilocaine with felypressin and lignocaine with adrenaline in large loop excision of the transformation zone of the cervix: results of a randomised trial. BJOG. 2000 Jan;107(1):28-32. PubMed PMID: 10645858.

14: Agata H, Ichinohe T, Kaneko Y. Felypressin-induced reduction in coronary blood flow and myocardial tissue oxygen tension during anesthesia in dogs. Can J Anaesth. 1999 Nov;46(11):1070-5. PubMed PMID: 10566930.

15: Sunada K, Nakamura K, Yamashiro M, Sumitomo M, Furuya H. Clinically safe dosage of felypressin for patients with essential hypertension. Anesth Prog. 1996 Fall;43(4):108-15. PubMed PMID: 10323116; PubMed Central PMCID: PMC2148772.

16: Svensson M, Gröningsson K. Liquid chromatographic determination of felypressin using a column-switching technique and post-column derivatization. J Chromatogr. 1990 Nov 14;521(1):141-7. PubMed PMID: 2086591.

17: Dreyer AC, Offermeier J. The influence of desipramine on the blood pressure elevation and heart rate stimulation by levonordefrin and felypressin alone and in the presence of local anaesthetics. J Dent Assoc S Afr. 1986 Sep;41(9):615-8. PubMed PMID: 3547776.

18: de Oliveira MA, Tortamano N, Armonia PL, Rocha RG. [Comparative study of the effects of lidocaine with noradrenaline and prilocaine with felypressin on the cardiovascular system of dogs, according to variations in dosage, time and route of administration]. Rev Fac Odontol Sao Paulo. 1986 Jul-Dec;24(2):75-92. Portuguese. PubMed PMID: 3507775.

19: Perovic J, Terzic M, Todorovic L. Safety of local anaesthesia induced by prilocaine with felypressin in patients on tricyclic antidepressants. Bull Group Int Rech Sci Stomatol Odontol. 1979 Apr;22(2):57-62. PubMed PMID: 294301.

20: Burcher E, Olgart L, Gazelius B. Comparative effects of adrenaline and felypressin (octapressin) on consecutive sections of the vascular bed in canine adipose tissue. Acta Physiol Scand. 1977 Jun;100(2):215-20. PubMed PMID: 888710.