CAS 96020-91-6 Ornithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1) (HCID 441361)

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Basic information

CAS: 96020-91-6
Standard SMILES: Cl.NCCCC(N)(C(=O)O)C(F)F.O
InChIKey: FJPAMFNRCFEGSD-UHFFFAOYSA-N
Molecular formula: C6H15ClF2N2O3
Average molar mass: 236.64 g/mol
Monoisotopic mass: 236.07392646

Overview

Eflornithine hydrochloride monohydrate is the hydrochloride and hydrate of the trypanocidal drug eflornithine. It is a hydrate and a hydrochloride. It contains an eflornithine.

Names & identifiers

Preferred name: Ornithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1)
IUPAC: 2,5-diamino-2-(difluoromethyl)pentanoic acid;hydrate;hydrochloride
English name: Eflornithine hydrochloride hydrate
Molecular formula: C6H15ClF2N2O3
Molecular weight: 236.64

Names & synonyms

96020-91-6Eflornithine hydrochloride monohydrateEflornithine HClMDL 71,782 AIwilfin4NH22NDW9HRMI-71782DTXSID4045765DifluromethylornithineCHEBI:47622-(Difluoromethyl)-DL-ornithine monohydrochloride, monohydrateMDL-71782-A

Show more names

Eflornithine HCl Monohydrate2,5-diamino-2-(difluoromethyl)pentanoic acidVaniqaUnii-4nh22ndw9hDFMO EFLORNITHINEEflornithine HCl APIEflornithine HCl hydrateDMFO HCl/Eflornithine HClEflornithine HCl hydrate (DFMO

RMI-71782-Aalpha-Difluoromethylornithine hydrochlorideDTXCID801477074MDL 71782NSC270295FlorexaEflornithine.HClRefChem:856927

Database identifiers

CAS: 96020-91-6
PubChem CID: 441361

Properties

Computed structural properties

Topological polar surface area: 90.3 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 7
Rotatable bonds: 5
Heavy atoms: 14
Formal charge: 0
Complexity: 166

Experimental & physicochemical properties

Human Drugs · 3 items

Breast Feeding; Lactation; Antiparasitic Agents; Antiprotozoal Agents; Enzyme Inhibitors; Trypanocidal Agents

FDA approved drugs -> Active ingredient

Physicochemical properties

Melting point: 210 °C · >210°C (dec.)
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Soluble in Water (up to 25 mg/ml).
form: White powder
color: White
Water Solubility: 1 mg/mLmethanol: · water: 1mg/mLmethanol: 25mg/mL
Merck: 14 · 14,3522
Stability: 2 years · Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
Major Application: pharmaceutical (small molecule)
InChI: InChI=1S/C6H12F2N2O2.ClH.H2O/c7-4(8)6(10,5(11)12)2-1-3-9;;/h4H,1-3,9-10H2,(H,11,12);1H;1H2

Safety & regulation

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Toxicology

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Safety data

wgk: WGK 3
rtecs: RM2981900
hs_code: 2922493800
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

FDA Pharmacological Classification · 2 items

EFLORNITHINE HYDROCHLORIDE

Decarboxylase Inhibitor [EPC]; Decarboxylase Inhibitors [MoA]; Antiprotozoal [EPC]

MeSH Pharmacological Classification · 3 items

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA.

Substances and drugs that inhibit or block the activity of ORNITHINE DECARBOXYLASE.

Applications · 3 items

DescriptionDifluoromethylornithine HCl (96020-91-6) is a selective inhibitor of ornithine decarboxylase.1Induces apoptosis in a variety of cells.2Difluoromethylornithine HCl displays cancer chemopreventive activity.3Cell permeable. Active in vivo.

UsesEflornithine hydrochloride hydrate is irreversible inhibitor of ornithine decarboxylase, an enzyme involved in polyamine biosynthesis. Antineoplastic; antipneumocystic; antiprotozoal (Trypanosoma). Used in the treatment of hirsutism.

General DescriptionA cell-permeable, anticancer agent that acts as a specific and irreversible inhibitor of ornithine decarboxylase (ODC), the rate-limiting enzyme in polyamine biosynthesis. Inhibits B16 melanoma-induced angiogenesis in ovo and proliferation of vascular endothelial cells in vitro.