Carboprost

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Carboprost
Systematic (IUPAC) name
(5Z,9α,11α,13E,15S)-9,11,15-trihydroxy-15- methylprosta-5,13-dien-1-oic acid
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a600042
Pregnancy cat. c
Legal status ℞ Prescription only
Routes Intravenous
Identifiers
CAS number 58551-69-2 YesY
ATC code G02AD04
PubChem CID 5281075
DrugBank DB00429
ChemSpider 4444532 YesY
UNII U4526F86FJ YesY
ChEMBL CHEMBL1201299 N
Chemical data
Formula C21H36O5 
Mol. mass 368.508 g/mol
 N (what is this?)  (verify)

Carboprost (INN, trade names for the tromethamine salts Hemabate, Tham) is a synthetic prostaglandin analogue of PGF2α (specifically, it is 15-methyl-PGF2α) with oxytocic properties.

Carboprost induces contractions and can trigger abortion in early pregnancy. It also reduces postpartum bleeding.

Indication

Used in postpartum hemorrhage caused by uterine atony not controlled by other methods.
Unlabeled use:

  • Hemorrhagic Cystitis
  • PID

Contraindication

Contraindicated in severe cardiovascular, renal, and hepatic disease, also contraindicated in Pelvic Inflammatory Disease. Exert caution in asthmatic patients.

Precautions

  • asthma
  • anemia
  • jaundice
  • diabetes mellitus
  • seizure disorders
  • past uterine surgery

Adverse Effects

  • diarrhea (most common, may be sudden in onset)
  • fever
  • chills
  • nausea/vomiting

References

    External links

    • Carboprost at the US National Library of Medicine Medical Subject Headings (MeSH)
    • Indman P (2004). "Use of carboprost to facilitate hysteroscopic resection of submucous myomas". J Am Assoc Gynecol Laparosc 11 (1): 68–72. doi:10.1016/S1074-3804(05)60014-X. PMID 15104835. 
    • Vukelić J (2001). "Second trimester pregnancy termination in primigravidas by double application of dinoprostone gel and intramuscular administration of carboprost tromethamine". Med Pregl 54 (1–2): 11–6. PMID 11436877. 
    • Ippoliti C, Przepiorka D, Mehra R, Neumann J, Wood J, Claxton D, Gajewski J, Khouri I, van Besien K, Andersson B (1995). "Intravesicular carboprost for the treatment of hemorrhagic cystitis after marrow transplantation". Urology 46 (6): 811–5. doi:10.1016/S0090-4295(99)80349-5. PMID 7502421. 
    Precursor
    Prostanoids
    Prostaglandins (PG) and
    analogues
    Precursor
    Active
    D/J
    E/F
    I
    Thromboxanes (TX)
    Leukotrienes (LT)
    Precursor
    Initial
    SRS-A
    Nonclassic
    By function

    M: MET

    mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

    k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

    m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

    • Biochemical families: carbohydrates
      • alcohols
      • glycoproteins
      • glycosides
    • lipids
      • eicosanoids
      • fatty acids / intermediates
      • phospholipids
      • sphingolipids
      • steroids
    • nucleic acids
      • constituents / intermediates
    • proteins
      • Amino acids / intermediates
    • tetrapyrroles / intermediates
    Uterotonics/labor inducers/oxytocics (G02A)
    Cervical ripening
    Ergot alkaloids
    Contraction induction

    M: OBS

    phys/devp/memb

    mthr/fetu/infc, epon

    proc, drug (2A/G2C)


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