Felypressin

Felypressin: Felypressin

IUPAC name

1-[19-Amino-13,16-dibenzyl-10-(2-carbamoyl-ethyl)-7-carbamoylmethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloeicosane-4-carbonyl]-pyrrolidine-2-carboxylic acid [5-amino-1-(carbamoylmethyl-carbamoyl)-pentyl]-amide

Identifiers

CAS number 56-59-7^Y

PubChem 5956

ChemSpider 16736539^Y

UNII 17N2918V6G^Y

DrugBank DB00093

ChEBI CHEBI:60564^Y

ChEMBL CHEMBL1697764^N

Jmol-3D images Image 1

SMILES

NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@H]4NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H](N)CSSC4)CC(N)=O

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^Y
Key: SFKQVVDKFKYTNA-DZCXQCEKSA-N^Y
InChI=1/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
Key: SFKQVVDKFKYTNA-DZCXQCEKBI

Properties

Molecular formula C₄₆H₆₅N₁₃O₁₁S₂

Molar mass 1040.22 g/mol

N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Felypressin is a non-catecholamine vasoconstrictor that is chemically related to vasopressin, the posterior pituitary hormone. It is added to some local anaesthetics such as prilocaine in a concentration of 0.03 IU/ml. Felypressin is a Vasopressin 1 agonist, and will thus have affects at all Arginine vasopressin receptor 1As. It will, however, have its main physiological effects on vascular SMC's due to the form in which it is administered.

V1 receptors are found in various sites around the body. The major points include the CNS, Liver, Anterior Pituitary, Muscle (both vascular and non-vascular smooth muscle), and Platelets (CLAMP).

Another example of a V1 agonist is terlipressin - which is used in oesophageal varices.

References

"Vasopressin analogues and treatments", Prof Buckingham, Imperial College School of Medicine (ICSM) - adapted by JHPatel

v · d · eHypothalamic-pituitary hormones and analogues (H01)

Hypothalamic

GNRH

Agonists: Gonadorelin • Nafarelin • Histrelin
Antagonists: Cetrorelix • Ganirelix

Somatostatin

Agonists: Lanreotide • Octreotide

Anterior pituitary

ACTH

Agonists: Corticotropin • Cosyntropin • Tetracosactide

GH

Agonists: IGF-1 (Mecasermin/Mecasermin rinfabate) • Sermorelin • Somatrem
Antagonists: Pegvisomant

TSH

Agonists: Thyrotropin

Posterior pituitary

Oxytocin

Agonists: Carbetocin • Demoxytocin
Antagonists: Atosiban

Vasopressin

Agonists: Argipressin • Desmopressin • Felypressin • Lypressin • Ornipressin • Terlipressin
Antagonists: Conivaptan • Demeclocycline • Lixivaptan • Mozavaptan • Nelivaptan • Relcovaptan • Satavaptan • Tolvaptan

M: END

anat/phys/devp/horm

noco(d)/cong/tumr, sysi/epon

proc, drug (A10/H1/H2/H3/H5)

v · d · eNeuropeptidergics

Cholecystokinin

CCK_A

Agonists: Cholecystokinin • CCK-4
Antagonists: Asperlicin • Proglumide • Lorglumide • Devazepide • Dexloxiglumide

CCK_B

Agonists: Cholecystokinin • CCK-4 • Gastrin
Antagonists: Proglumide • CI-988

CRH

CRF₁

Agonists: Corticotropin releasing hormone
Antagonists: Antalarmin • CP-154,526 • Pexacerfont

CRF₂

Agonists: Corticotropin releasing hormone

Galanin

GAL₁

Agonists: Galanin • Galanin-like peptide • Galmic • Galnon

GAL₂

Agonists: Galanin • Galanin-like peptide • Galmic • Galnon

GAL₃

Agonists: Galanin • Galmic • Galnon

Ghrelin
Agonists: Ghrelin • Capromorelin • MK-677 • Sermorelin • SM-130,686 • Tabimorelin

MCH

MCH₁

Agonists: Melanin concentrating hormone
Antagonists: ATC-0175 • GW-803,430 • NGD-4715 • SNAP-7941 • SNAP-94847

MCH₂

Agonists: Melanin concentrating hormone

Melanocortin

MC₁

Agonists: alpha-MSH • Afamelanotide • Bremelanotide • Melanotan II
Antagonists: Agouti signalling peptide

MC₂

Agonists: ACTH • Cosyntropin • Tetracosactide

MC₃

Agonists: alpha-MSH • Bremelanotide • Melanotan II

MC₄

Agonists: alpha-MSH • Bremelanotide • Melanotan II • THIQ
Antagonists: Agouti-related peptide

MC₅

Agonists: alpha-MSH • Melanotan II

Neuropeptide S
Agonists: Neuropeptide S
Antagonists: SHA-68

Neuropeptide Y

Y₁

Agonists: Neuropeptide Y • Peptide YY
Antagonists: BIBP-3226

Y₂

Agonists: Neuropeptide Y • Peptide YY
Antagonists: BIIE-0246

Y₄

Agonists: Neuropeptide Y • Pancreatic polypeptide • Peptide YY
Antagonists: UR-AK49

Y₅

Agonists: Neuropeptide Y • Peptide YY
Antagonists: Lu AA-33810

Neurotensin

NTS₁

Agonists: Neurotensin • Neuromedin N
Antagonists: SR-48692 • SR-142,948

NTS₂

Agonists: Neurotensin
Antagonists: Levocabastine • SR-142,948

Opioid
see Template:Opioids

Orexin

OX₁

Agonists: Orexin-A
Antagonists: Almorexant • SB-334,867 • SB-408,124 • SB-649,868 • Suvorexant

OX₂

Agonists: Orexin-A
Antagonists: Almorexant • SB-649,868 • Suvorexant • TCS-OX2-29

Oxytocin
Agonists: Carbetocin • Demoxytocin • Oxytocin • WAY-267,464
Antagonists: Atosiban • Epelsiban • L-371,257 • L-368,899

Tachykinin

NK₁

Agonists: Substance P
Antagonists: Aprepitant • Befetupitant • Casopitant • CI-1021 • CP-96,345 • CP-99,994 • CP-122,721 • Dapitant • Ezlopitant • FK-888 • Fosaprepitant • GR-203,040 • GW-597,599 • HSP-117 • L-733,060 • L-741,671 • L-743,310 • L-758,298 • Lanepitant • LY-306,740 • Maropitant • Netupitant • NKP-608 • Nolpitantium • Orvepitant • RP-67,580 • SDZ NKT 343 • Vestipitant • Vofopitant

NK₂

Agonists: Neurokinin A
Antagonists: GR-159,897 • Ibodutant • Saredutant

NK₃

Agonists: Neurokinin B
Antagonists: Osanetant • Talnetant

Vasopressin

V_1A

Agonists: Desmopressin • Felypressin • Ornipressin • Terlipressin • Vasopressin
Antagonists: Conivaptan • Demeclocycline • Relcovaptan

V_1B

Agonists: Felypressin • Ornipressin • Terlipressin • Vasopressin
Antagonists: Demeclocycline • Nelivaptan

V₂

Agonists: Desmopressin • Ornipressin • Vasopressin
Antagonists: Conivaptan • Demeclocycline • Lixivaptan • Mozavaptan • Satavaptan • Tolvaptan

Categories:
Drugs
Peptides

Felypressin

IUPAC name 1-[19-Amino-13,16-dibenzyl-10-(2-carbamoyl-ethyl)-7-carbamoylmethyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaaza-cycloeicosane-4-carbonyl]-pyrrolidine-2-carboxylic acid [5-amino-1-(carbamoylmethyl-carbamoyl)-pentyl]-amide
Identifiers
CAS number	56-59-7^Y
PubChem	5956
ChemSpider	16736539^Y
UNII	17N2918V6G^Y
DrugBank	DB00093
ChEBI	CHEBI:60564^Y
ChEMBL	CHEMBL1697764^N
Jmol-3D images	Image 1
SMILES NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@H]4NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H](N)CSSC4)CC(N)=O
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^Y Key: SFKQVVDKFKYTNA-DZCXQCEKSA-N^Y InChI=1/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 Key: SFKQVVDKFKYTNA-DZCXQCEKBI
Properties
Molecular formula	C₄₆H₆₅N₁₃O₁₁S₂
Molar mass	1040.22 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

felypressin — [Phe2,Lys8]Vasopressin; lysine vasopressin with l phenylalanine at position 2. SYN: octapressin … Medical dictionary
Oxytocin — Systematic (IUPAC) name 1 ({(4R,7S,10S … Wikipedia
Desmopressin — Systematic (IUPAC) name (2S) N [(2R) 1 [(2 amino 2 oxoethyl)amino] 5 (diaminomethylideneamino) 1 oxopentan 2 yl] 1 [(4R,7S,10S,13S,16S) 7 (2 amino 2 oxoethyl) 10 (3 amino 3 oxopropyl) 16 [(4 hydroxyphenyl) … Wikipedia
Conivaptan — Systematic (IUPAC) name N (4 (4,5 dihydro 2 methylimidazo[4,5 d][1]benzazepin 6(1H) yl)carbonyl)phenyl) (1,1 biphenyl) 2 carboxamide Clinical data … Wikipedia
Cosyntropin — Identifiers CAS number 16960 16 0 … Wikipedia
Carbetocin — Systematic (IUPAC) name (2S) 1 [(3S,6S,9S,12S,15S) 12 [(2S) butan 2 yl] 9 (2 carbamoylethyl) 6 (carbamoylmethyl) 15 [(4 hydroxyphenyl)methyl] 16 methyl 5,8,11,14,17 pentaoxo 1 thia 4,7,10,13,16 pentazacycloicosane … Wikipedia
Demoxytocin — IUPAC name 2 [(1 {[13 (butan 2 yl) 10 (2 carbamoylethyl) 7 (carbamoylmethyl) 16 [(4 hydroxyphenyl)methyl] 6,9,12,15,18 pentaoxo 1,2 dit … Wikipedia
Nelivaptan — Systematic (IUPAC) name (2S,4R) 1 [(3R) 5 chloro 1 (2,4 dimethoxyphenyl)sulfonyl 3 (2 methoxyphenyl) 2 oxo indolin 3 yl] 4 hydroxy N,N dimethyl pyrrolidine 2 carboxamide … Wikipedia
Adrenocorticotropic hormone — proopiomelanocortin (adrenocorticotropin/ beta lipotropin/ alpha melanocyte stimulating hormone/ beta melanocyte stimulating hormone/ beta endorphin) proopiomelanocortin derivatives POMC … Wikipedia
Corticotropin-releasing hormone — PDB rendering based on 1go9 … Wikipedia

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