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Felypressin

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Felypressin is a Vasopressin 1 agonist and has effects at all Arginine vasopressin receptor 1As. It is a non-catecholamine vasoconstrictor that is chemically related to vasopressin. It is a synthetic hormone characterized by vasoconstrictor properties and is widely used in dental procedures. It has been added to local anesthetic solutions to increase the duration of the anesthetic effect and decrease the risk of toxicity during dental procedures. It is a vasoconstrictor with reduced antidiuretic activity.

Category

Peptide Inhibitors

Catalog number

BAT-010040

CAS number

56-59-7

Molecular Formula

C46H65N13O11S2

Molecular Weight

1040.22

Specification
Reference Reading

IUPAC Name

(2S)-N-[(2S)-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-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide

Synonyms

Octapressin; Octopressin; Phelypressin; Phenylalanine Lysine Vasopressin; PLV-2; Vasopressin, Phenylalanyl-Lysyl; Vasopressin, 2-L-phenylalanine-8-L-lysine-; 2-L-Phenylalanine-8-L-lysinevasopressin; Oxytocin, 2,3-bis(phenylalanine)-8-lysine-; Vasopressin, 2-(phenylalanine)-8-lysine; 2-Phenylalanine-8-lysine-vasopressin; H-Cys(1)-Phe-Phe-Gln-Asn-Cys(1)-Pro-Lys-Gly-NH2; L-cysteinyl-L-phenylalanyl-L-phenylalanyl-L-glutaminyl-L-asparagyl-L-cysteinyl-L-prolyl-L-lysyl-glycinamide (1->6)-disulfide

Related CAS

119261-96-0 (Deleted CAS) 914453-97-7 (acetate salt)

Appearance

White Solid

Purity

>98%

Density

1.288±0.06 g/cm3

Melting Point

254-257°C

Boiling Point

1571.3±65.0°C at 760 mmHg

Sequence

CFFQNCPKG-NH2 (Disulfide bridge: Cys1-Cys6)

Storage

Store at -20°C

Solubility

Soluble in DMSO (Slightly), Methanol (Slightly), Water (Slightly)

InChI

InChI=1S/C46H65N13O11S2/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/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)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1

InChI Key

SFKQVVDKFKYTNA-DZCXQCEKSA-N

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=CC=C4)N)C(=O)NC(CCCCN)C(=O)NCC(=O)N

1.Use of anesthetics associated to vasoconstrictors for dentistry in patients with cardiopathies. Review of the literature published in the last decade.

Serrera Figallo MA1, Velázquez Cayón RT1, Torres Lagares D1, Corcuera Flores JR1, Machuca Portillo G1. J Clin Exp Dent. 2012 Apr 1;4(2):e107-11. doi: 10.4317/jced.50590. eCollection 2012.

OBJECTIVE: The use of local anesthetics associated to vasoconstrictor agents in dentistry is thoroughly justified and is widely extended, but we cannot ignore the fact that anesthetic infiltration poses risk of complications throughout the dental treatment period. The objective of the present review is to document the reported effects the use of the local anesthetics most widely employed in dentistry, with or without association to vasoconstrictor agents may have in patients with any sort of cardiopathy.

2.Felypressin increases blood pressure during dental procedures in hypertensive patients.

Bronzo AL1, Cardoso CG Jr, Ortega KC, Mion D Jr. Arq Bras Cardiol. 2012 Aug;99(2):724-31. Epub 2012 Jun 28.

BACKGROUND: Felypressin has been added to local anesthetic to increase the length of the anesthetic effect and reduce toxicity during dental procedures. However, the effect on blood pressure remains uncertain, and this may be highly relevant in the dental treatment of hypertensive patients.

3.Intraoperative local anaesthesia for reduction of postoperative pain following general anaesthesia for dental treatment in children and adolescents.

Parekh S1, Gardener C, Ashley PF, Walsh T. Cochrane Database Syst Rev. 2014 Dec 23;12:CD009742. doi: 10.1002/14651858.CD009742.pub2.

BACKGROUND: Whilst carrying out dental procedures under general anaesthesia (GA), practitioners routinely give local anaesthetics (LA) intraoperatively to children. Local anaesthetics are used to help manage postoperative pain and reduce bleeding and the physiological response to procedures. Studies of effectiveness of intraoperative LA to date have reported contradictory results.

4.A randomised double-blinded crossover study comparing pain during anaesthetising the eyelids in upper blepharoplasty: First versus second eyelid and lidocaine versus prilocaine.

Pool SM1, Struys MM2, van der Lei B3. J Plast Reconstr Aesthet Surg. 2015 Sep;68(9):1242-7. doi: 10.1016/j.bjps.2015.04.021. Epub 2015 May 7.

AIM: The aim of this study was to investigate whether infiltration of the upper eyelid skin is less painful with prilocaine than with lidocaine.