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1 See also  





2 References  














Mannomustine






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Mannomustine

Clinical data

Trade names

Degranol

Pregnancy
category

  • AU:D
  • Routes of
    administration

    Intramuscular

    ATC code

    Legal status

    Legal status

    • In general: ℞ (Prescription only)

    Pharmacokinetic data

    Metabolism

    Hepatic

    Excretion

    Renal

    Identifiers

    • (2-chloroethyl)({6-[(2-chloroethyl)amino]-2,3,4,5-tetrahydroxyhexyl})amine

    CAS Number

    PubChem CID

    ChemSpider

    UNII

    CompTox Dashboard (EPA)

    ECHA InfoCard

    100.008.551 Edit this at Wikidata

    Chemical and physical data

    Formula

    C10H24Cl4N2O4

    Molar mass

    378.11 g·mol−1

    3D model (JSmol)

    • ClCCNC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CNCCCl

    • InChI=1S/C10H22Cl2N2O4/c11-1-3-13-5-7(15)9(17)10(18)8(16)6-14-4-2-12/h7-10,13-18H,1-6H2/t7-,8-,9-,10-/m1/s1

  • Key:MQXVYODZCMMZEM-ZYUZMQFOSA-N

  • Mannomustine (INN), also known as mannitol nitrogen mustard, tradename Degranol is an old alkylating antineoplastic agent from the group of nitrogen mustards. It was first synthesized and characterized in 1957 by Vargha et al.[1]

    The mechanism of antineoplastic activity of mannomustine, like for all other alkylating agents, lies in its ability to alkylate DNA guanine nucleobases and, thus, to prevent uncoupling of DNA strands, which is a required step for any cell to divide.

    Mannomustine was, at the time of its creation as a drug, claimed to be considerably less toxic than mechlorethamine. For example, the LD50 in rats, for intravenous mannomustine administration route, is claimed to be about 56 mg/kg.[2]

    See also[edit]

    References[edit]

    1. ^ Vargha et al., J. Chem. Soc. 1957, 805.
  • ^ Scherf et al., Arzneim.-Forsch. 20, 1467 (1970)
  • SPs/MIs
    (M phase)

    Block microtubule assembly

  • Vincristine#
  • Vindesine
  • Vinflunine§
  • Vinorelbine#)
  • Block microtubule disassembly

  • Docetaxel#
  • Larotaxel
  • Ortataxel
  • Paclitaxel#
  • Tesetaxel)
  • Epothilones (Ixabepilone)
  • DNA replication
    inhibitor

    DNA precursors/
    antimetabolites
    (S phase)

  • Pemetrexed
  • Pralatrexate)
  • Thymidylate synthase inhibitor (Pemetrexed
  • Raltitrexed)
  • Purine

    Pyrimidine

  • Carmofur
  • Doxifluridine
  • Floxuridine
  • Fluorouracil#
  • Tegafur (+gimeracil/oteracil))
  • Deoxyribonucleotide

    Topoisomerase inhibitors
    (S phase)

    I

  • Camptothecin
  • Cositecan
  • Etirinotecan pegol
  • Exatecan
  • Gimatecan
  • Irinotecan#
  • Lurtotecan
  • Rubitecan
  • Silatecan§
  • Topotecan)
  • II

  • Teniposide)
  • II+Intercalation

  • Amrubicin
  • Daunorubicin# (+cytarabine)
  • Doxorubicin#
  • Epirubicin
  • Idarubicin
  • Pirarubicin
  • Valrubicin
  • Zorubicin)
  • Anthracenediones (Losoxantrone
  • Mitoxantrone
  • Pixantrone)
  • Amsacrine
  • Bisantrene
  • Crisnatol
  • Menogaril§
  • Crosslinking of DNA
    (CCNS)

    Alkylating

  • Chlormethine
  • Cyclophosphamide# (Ifosfamide#
  • Trofosfamide)
  • Chlorambucil#
  • Melphalan (Melphalan flufenamide)
  • Prednimustine
  • Uramustine
  • Platinum-based

  • Cisplatin#
  • Dicycloplatin
  • Nedaplatin
  • Oxaliplatin#
  • Satraplatin
  • Nonclassical

  • Hydrazines (Procarbazine#)
  • Etoglucid
  • Mitobronitol
  • Pipobroman
  • Triazenes (Dacarbazine#
  • Mitozolomide§
  • Temozolomide)
  • Intercalation

  • Bleomycin#
  • Mitomycins
  • Plicamycin)
  • Photosensitizers/PDT

  • Efaproxiral
  • Methyl aminolevulinate
  • Padeliporfin
  • Porphyrin derivatives (Porfimer sodium
  • Talaporfin
  • Temoporfin
  • Verteporfin)
  • Other

    Enzyme inhibitors

  • CDK inhibitors (Abemaciclib
  • Alvocidib
  • Palbociclib
  • Ribociclib
  • Seliciclib)
  • PrI
  • PhI (Anagrelide)
  • IMPDI (Tiazofurin§)
  • LI (Masoprocol)
  • PARP inhibitor (Fuzuloparib
  • Niraparib +abiraterone acetate
  • Olaparib
  • Rucaparib)
  • HDAC (Belinostat
  • Entinostat
  • Panobinostat
  • Romidepsin
  • Vorinostat)
  • PIKI (Pi3K) (Alpelisib
  • Copanlisib
  • Duvelisib
  • Idelalisib
  • Umbralisib)
  • Receptor antagonists

  • Retinoid X receptor (Bexarotene)
  • Sex steroid (Testolactone)
  • Other/ungrouped

  • Aflibercept
  • Arsenic trioxide
  • Asparagine depleters (Asparaginase#/Pegaspargase)
  • Axicabtagene ciloleucel
  • Belzutifan
  • Bexarotene
  • Brexucabtagene autoleucel
  • Celecoxib
  • Ciltacabtagene autoleucel
  • Demecolcine
  • Denileukin diftitox
  • Eflornithine
  • Elesclomol§
  • Elsamitrucin
  • Enasidenib
  • Epacadostat
  • Eribulin
  • Estramustine
  • Glasdegib
  • Idecabtagene vicleucel
  • Imetelstat
  • Ivosidenib
  • Lifileucel
  • Lonidamine
  • Lucanthone
  • Lurbinectedin
  • Mitoguazone
  • Mitotane
  • Navitoclax
  • Oblimersen
  • Omacetaxine mepesuccinate
  • Plitidepsin
  • Retinoids (Alitretinoin
  • Tretinoin#)
  • Selinexor
  • Sitimagene ceradenovec
  • Sotorasib
  • Tagraxofusp
  • Talimogene laherparepvec
  • Tazemetostat
  • Tebentafusp
  • Tiazofurine
  • Tigilanol tiglate
  • Tisagenlecleucel
  • Trabectedin
  • Veliparib
  • Venetoclax
  • Verdinexor
  • Vosaroxin
  • Withdrawn from market
  • Clinical trials:
  • §Never to phase III
  • Vesicants

  • HN2
  • HN3
  • TL-301
  • TL-481
  • TL-512
  • TL-513
  • TL-695
  • TL-995
  • Antineoplastic agents

  • Bendamustine
  • Chlorambucil
  • Cyclophosphamide
  • Mannomustine
  • Melphalan
  • Mustamine
  • Phenylenediamine mustard
  • Quinacrine mustard
  • Spiromustine
  • Neurotoxins

  • Acetylethylcholine mustard
  • Benzilylcholine mustard
  • Choline mustard
  • Decamethonium mustard
  • DMEA
  • DSP-4
  • Ethylcholine mustard
  • Hemicholinium mustard
  • Propylbenzilylcholine mustard
  • Other

  • Phenoxybenzamine
  • SY-28

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Mannomustine&oldid=1148403612"

    Categories: 
    Alkylating antineoplastic agents
    Nitrogen mustards
    Chloroethyl compounds
    Hidden categories: 
    Articles with short description
    Short description matches Wikidata
    Drugs with non-standard legal status
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    This page was last edited on 5 April 2023, at 23:25 (UTC).

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