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{{Short description|Chemical compound}}
{{drugbox
{{one source|date=October 2014}}
| IUPAC_name = α-aspartyl-''O''-sulfotyrosylmethionylglycyltryptophylmethionyl-α-aspartylphenylalaninamide
{{Drugbox
| image = Sincalide.svg
| Verifiedfields = changed
| CAS_number = 25126-32-3
| Watchedfields = changed
| ATC_prefix = V04
| verifiedrevid = 408748961
| ATC_suffix = CC03
| IUPAC_name = α-aspartyl-''O''-sulfotyrosylmethionylglycyltryptophylmethionyl-α-aspartylphenylalaninamide
| PubChem = 32800
| image = Sincalide.svg
| DrugBank =

| ChEMBL_Ref = {{ebicite|correct|EBI}}
<!--Clinical data-->
| ChEMBL = 1121
| KEGG = D05845 | tradename =
| Drugs.com = {{drugs.com|CONS|sincalide}}
| C=49|H=62|N=10|O=16|S=3
| pregnancy_AU = <!-- A, B1, B2, B3, C, D, X -->
| molecular_weight = 1143.27 g/mol
| pregnancy_US = B
| synonyms = <small>1-De(5-oxo-L-proline)-2-de-L-glutamine-<br>5-L-methioninecaerulein, <nowiki>3--3-(4-sulfooxyphenyl)propanoyl]amino]-4-<br>methylsulfanyl-butanoyl]amino]acetyl]amino]-3-<br>(1''H''-indol-3-yl)propanoyl]amino]-4-methylsulfanyl-<br>butanoyl]amino]-3-propanoic acid</small>
| pregnancy_category =
| bioavailability =
| legal_AU = <!-- Unscheduled, S2, S3, S4, S5, S6, S7, S8, S9 -->
| protein_bound =
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| metabolism =
| legal_UK_comment = Available on a named-patient basis <!-- GSL, P, POM, CD, Class A, B, C -->
| elimination_half-life =
| legal_US = Rx-only
| excretion =
| legal_status =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = B
| pregnancy_category=
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = Rx-only
| legal_status = Available on a named-patient basis <small>(])</small>
| routes_of_administration = ] | routes_of_administration = ]

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 25126-32-3
| ATC_prefix = V04
| ATC_suffix = CC03
| PubChem = 32800
| IUPHAR_ligand = 864
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB09142
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = M03GIQ7Z6P
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D05845
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1121
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 8009168



<!--Chemical data-->
| C=49 | H=62 | N=10 | O=16 | S=3
| synonyms = <small>1-De(5-oxo-L-proline)-2-de-L-glutamine-<br>5-L-methioninecaerulein, <nowiki>3--3-(4-sulfooxyphenyl)propanoyl]amino]-4-<br>methylsulfanyl-butanoyl]amino]acetyl]amino]-3-<br>(1''H''-indol-3-yl)propanoyl]amino]-4-methylsulfanyl-<br>butanoyl]amino]-3-propanoic acid</small>
| smiles = CSCC(C(=O)NCC(=O)N(CC1=CNC2=CC=CC=C21)C(=O)N(CCSC)C(=O)N(CC(=O)O)C(=O)N(CC3=CC=CC=C3)C(=O)N)NC(=O)(CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)(CC(=O)O)N
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35-,36-,37-,38-,39-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = IZTQOLKUZKXIRV-YRVFCXMDSA-N
}} }}
'''Sincalide''' (]) is a ] drug administered by ] to aid in diagnosing disorders of the gallbladder and pancreas. It is the 8-amino acid ] fragment of ], and also known as '''CCK-8'''. '''Sincalide''' (]) is a ] drug administered by ] to aid in diagnosing disorders of the ] and ]. It is the 8-amino acid ] fragment of ], and also known as '''CCK-8'''.


Common adverse effects following administration include abdominal discomfort and nausea. These effects are more pronounced following rapid infusion. Common adverse effects following administration include abdominal discomfort and nausea. These effects are more pronounced following rapid infusion.

==Clinical Use==

===Indications===
Sincalide may be used to stimulate ] contraction, as may be assessed by ] ] or ], or to obtain by duodenal aspiration a sample of concentrated bile for analysis of cholesterol, ]s, phospholipids, and crystals.<ref name="Ziessman_2019">{{cite journal | vauthors = Ziessman HA | title = Sincalide: A Review of Clinical Utility, Proper Infusion Methodology, and Alternative Cholecystogogues | journal = Journal of Nuclear Medicine Technology | volume = 47 | issue = 3 | pages = 210–212 | date = September 2019 | pmid = 31019045 | doi = 10.2967/jnmt.119.226019 | s2cid = 131775567 | doi-access = free }}</ref> It can also be used to stimulate pancreatic secretion (especially in conjunction with ]) prior to obtaining a duodenal aspirate for analysis of enzyme activity, composition, and ]. In some instances it is used to accelerate the transit of a ] through the small bowel, thereby decreasing the time and-extent of radiation associated with ] and x-ray examination of the intestinal tract.<ref>Kinevac Package Insert</ref>

==References==
{{reflist}}


==External links== ==External links==
* on NIH.gov * {{cite web | url = http://dailymed.nlm.nih.gov/dailymed/lookup.cfm?setid=d7f3d501-a389-4fe1-b20a-c9665b3f3d37 | title = KINEVAC (sincalide)] | work = DailyMed | publisher = U.S. National Library of Medicine }}




{{drug-stub}}
{{Diagnostic agents}} {{Diagnostic agents}}

] ]
]


{{drug-stub}}

Latest revision as of 09:29, 13 November 2024

Chemical compound
This article relies largely or entirely on a single source. Relevant discussion may be found on the talk page. Please help improve this article by introducing citations to additional sources.
Find sources: "Sincalide" – news · newspapers · books · scholar · JSTOR (October 2014)
Pharmaceutical compound
Sincalide
Clinical data
Other names1-De(5-oxo-L-proline)-2-de-L-glutamine-
5-L-methioninecaerulein, 3--3-(4-sulfooxyphenyl)propanoyl]amino]-4-
methylsulfanyl-butanoyl]amino]acetyl]amino]-3-
(1H-indol-3-yl)propanoyl]amino]-4-methylsulfanyl-
butanoyl]amino]-3-propanoic acid
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration
Intravenous
ATC code
Legal status
Legal status
  • UK: Available on a named-patient basis
  • US: ℞-only
Identifiers
IUPAC name
  • α-aspartyl-O-sulfotyrosylmethionylglycyltryptophylmethionyl-α-aspartylphenylalaninamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.042.384 Edit this at Wikidata
Chemical and physical data
FormulaC49H62N10O16S3
Molar mass1143.27 g·mol
3D model (JSmol)
SMILES
  • CSCC(C(=O)NCC(=O)N(CC1=CNC2=CC=CC=C21)C(=O)N(CCSC)C(=O)N(CC(=O)O)C(=O)N(CC3=CC=CC=C3)C(=O)N)NC(=O)(CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)(CC(=O)O)N
InChI
  • InChI=1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35-,36-,37-,38-,39-/m0/s1
  • Key:IZTQOLKUZKXIRV-YRVFCXMDSA-N
  (what is this?)  (verify)

Sincalide (INN) is a cholecystokinetic drug administered by injection to aid in diagnosing disorders of the gallbladder and pancreas. It is the 8-amino acid C-terminal fragment of cholecystokinin, and also known as CCK-8.

Common adverse effects following administration include abdominal discomfort and nausea. These effects are more pronounced following rapid infusion.

Clinical Use

Indications

Sincalide may be used to stimulate gallbladder contraction, as may be assessed by contrast agent cholecystography or ultrasonography, or to obtain by duodenal aspiration a sample of concentrated bile for analysis of cholesterol, bile salts, phospholipids, and crystals. It can also be used to stimulate pancreatic secretion (especially in conjunction with secretin) prior to obtaining a duodenal aspirate for analysis of enzyme activity, composition, and cytology. In some instances it is used to accelerate the transit of a barium meal through the small bowel, thereby decreasing the time and-extent of radiation associated with fluoroscopy and x-ray examination of the intestinal tract.

References

  1. Ziessman HA (September 2019). "Sincalide: A Review of Clinical Utility, Proper Infusion Methodology, and Alternative Cholecystogogues". Journal of Nuclear Medicine Technology. 47 (3): 210–212. doi:10.2967/jnmt.119.226019. PMID 31019045. S2CID 131775567.
  2. Kinevac Package Insert

External links


Diagnostic agents (V04)
Digestive system
Diabetes
Fat absorption
Bile duct patency
Liver functional capacity
Gastric secretion
Exocrine pancreatic function
Endocrine system
Pituitary function
Thyroid function
Fertility disturbances
Tuberculosis
Renal function


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