Nimustine - Wikipedia · Edge Rewrite

Nimustine
Clinical data


AHFS/Drugs.com	International Drug Names
Routes of administration	Intravenous
ATC code	L01AD06 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name N'-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-(2-chloroethyl)-N-nitrosourea
CAS Number	42471-28-3^Y
PubChem CID	39214
ChemSpider	35876^N
UNII	0S726V972K
KEGG	D08276^Y
ChEBI	CHEBI:75270^N
CompTox Dashboard (EPA)	DTXSID0045179
ECHA InfoCard	100.050.744
Chemical and physical data
Formula	C₉H₁₃ClN₆O₂
Molar mass	272.69 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=NC=C(C(=N1)N)CNC(=O)N(CCCl)N=O
InChI InChI=1S/C9H13ClN6O2/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14)^N Key:VFEDRRNHLBGPNN-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Nimustine (INNTooltip International Nonproprietary Name) is a nitrosourea alkylating agent.^[1]

It is used to treat malignant brain tumors and has proven to be rather effective.^[2]^[3]

References

[edit]

↑ "NCI Drug Dictionary". National Cancer Institute. Retrieved 2019-03-17.
↑ CHEBI:75270 - nimustine
↑ Endo T, Inoue T, Sugiyama S, Saito R, Tominaga T (April 2020). "Regression of Recurrent Spinal Cord High-Grade Glioma After Convection-Enhanced Delivery of Nimustine Hydrochloride: Case Reports and Literature Review". Operative Neurosurgery (Hagerstown, Md.). 18 (4): 451–459. doi:10.1093/ons/opz172. PMID 31414134.

Intracellular chemotherapeutic agents / antineoplastic agents (L01)

SPs/MIs
(M phase)

Block microtubule assembly	Vinca alkaloids (Vinblastine^# Vincristine^# Vindesine Vinflunine^§ Vinorelbine^#)
Block microtubule disassembly	Taxanes (Cabazitaxel Docetaxel^# Larotaxel Ortataxel^† Paclitaxel^# Tesetaxel) Epothilones (Ixabepilone)

DNA replication
inhibitor

DNA precursors/
antimetabolites
(S phase)

Folic acid	Dihydrofolate reductase inhibitor (Aminopterin Methotrexate^# Pemetrexed Pralatrexate) Thymidylate synthase inhibitor (Pemetrexed Raltitrexed)
Purine	Adenosine deaminase inhibitor (Pentostatin) Halogenated/ribonucleotide reductase inhibitors (Cladribine^# Clofarabine Fludarabine^#) Nelarabine Rabacfosadine Thiopurine (Mercaptopurine^# Tioguanine^#)
Pyrimidine	Thymidylate synthase inhibitor (Capecitabine^# Carmofur Doxifluridine Floxuridine Fluorouracil^# Tegafur (+gimeracil/oteracil)) DNA polymerase inhibitor (Cytarabine^# +daunorubicin) Ribonucleotide reductase inhibitor (Gemcitabine^#) Hypomethylating agent (Azacitidine Decitabine)
Deoxyribonucleotide	Ribonucleotide reductase inhibitor (Hydroxycarbamide^#)

Topoisomerase inhibitors
(S phase)

I	Camptotheca (Belotecan Camptothecin Cositecan^† Etirinotecan pegol^† Exatecan Gimatecan Irinotecan^# Lurtotecan^‡ Rubitecan^‡ Silatecan^§ Topotecan)
II	Podophyllum (Etoposide^# Teniposide)
II+Intercalation	Anthracyclines (Aclarubicin Amrubicin^† Daunorubicin^# (+cytarabine) Doxorubicin^# Epirubicin Idarubicin Pirarubicin Valrubicin Zorubicin) Anthracenediones (Losoxantrone Mitoxantrone Pixantrone) Amsacrine Bisantrene Crisnatol Menogaril^§

Crosslinking of DNA
(CCNS)

Alkylating	Nitrogen mustards: Bendamustine^# Chlormethine Cyclophosphamide^# (Ifosfamide^# Trofosfamide) Chlorambucil^# Melphalan (Melphalan flufenamide) Prednimustine Uramustine Nitrosoureas: Carmustine Fotemustine Lomustine (Semustine) Nimustine Ranimustine Streptozocin Alkyl sulfonates: Busulfan (Mannosulfan Treosulfan) Aziridines: Carboquone Thiotepa Triaziquone Triethylenemelamine
Platinum-based	Carboplatin^# Cisplatin^# Dicycloplatin Nedaplatin Oxaliplatin^# Satraplatin
Nonclassical	Altretamine Hydrazines (Procarbazine^#) Etoglucid Mitobronitol Pipobroman Triazenes (Dacarbazine^# Mitozolomide^§ Temozolomide)
Intercalation	Streptomyces (Dactinomycin^# Bleomycin^# (Pingyangmycin) Ixabepilone Mitomycin Plicamycin Utidelone)

Photosensitizers/PDT

Other

Enzyme inhibitors	FI (Tipifarnib^§) CDK inhibitors (Abemaciclib Alvocidib^† Palbociclib Ribociclib Seliciclib^†) PrI Bortezomib^# Carfilzomib Oprozomib Ixazomib 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 Inavolisib Umbralisib^‡) IDH (Enasidenib Ivosidenib Olutasidenib Vorasidenib) KRAS (Adagrasib Garsorasib Sotorasib)
Receptor antagonists	ERA (Atrasentan) Retinoid X receptor (Bexarotene) Sex steroid (Testolactone)
Cell therapy and Gene therapy	Axicabtagene ciloleucel Brexucabtagene autoleucel Ciltacabtagene autoleucel Idecabtagene vicleucel Lisocabtagene maraleucel Lifileucel Nadofaragene firadenovec Obecabtagene autoleucel Rapcabtagene autoleucel Sitimagene ceradenovec Tabelecleucel Talimogene laherparepvec
Other/ungrouped	Aflibercept Arsenic trioxide^# (Realgar/Indigo naturalis^#) Asparagine depleters (Asparaginase^#/Pegaspargase) Belzutifan Bexarotene Calaspargase pegol Celecoxib Darinaparsin Demecolcine Denileukin diftitox Eflornithine Elesclomol^§ Elsamitrucin Epacadostat Eribulin Estramustine Glasdegib Idroxioleic acid Imetelstat Lonidamine Lucanthone Lurbinectedin Mitoguazone Mitotane Navitoclax Nirogacestat Oblimersen^† Omacetaxine mepesuccinate Para-toluenesulfonamide Pelabresib Plitidepsin Retinoids (Alitretinoin Tretinoin^#) Selinexor Tagraxofusp Tazemetostat Tebentafusp Tiazofurine Tigilanol tiglate Tisagenlecleucel Trabectedin Veliparib Venetoclax Verdinexor Vosaroxin

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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References