Fotemustine | B2648

Fotemustine is a third generation nitrosourea, chloroethylating agent with antineoplastic activity. Fotemustine alkylates guanine by forming chloroethyl adducts at the 6 position of guanine, resulting in N1-guanine and N3-cytosine cross linkages, inhibition of DNA synthesis, cell cycle arrest, and finally apoptosis. Fotemustine is lipophilic and crosses the blood-brain barrier.

Fotemustine is a third generation nitrosourea, chloroethylating agent with antineoplastic activity. Fotemustine alkylates guanine by forming chloroethyl adducts at the 6 position of guanine, resulting in N1-guanine and N3-cytosine cross linkages, inhibition of DNA synthesis, cell cycle arrest, and finally apoptosis. Fotemustine is lipophilic and crosses the blood-brain barrier.

B2648 | Fotemustine DataSheet

Alternate Name/Synonyms: Muphoran; Mustophoran; Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate

Appearance: White to off-white solid

Formulation:

CAS Number: 92118-27-9

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₉H₁₉ClN₃O₅P

Molecular Weight: 315.69

Cell-Permeable?: True

Purity: ≥98%

Solubilities: >1 mg/ml in Water

Handling: Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.

Country of Origin: USA

Tag Line: A chloroethylating agent

MDL Number: MFCD00866278

PubChem CID: 104799

SMILES: CCOP(=O)(C(C)NC(=O)N(CCCl)N=O)OCC

InChi: COMPOUND SUMMARY Fotemustine PubChem CID: 104799 Structure: Fotemustine_small.png Fotemustine_3D_Structure.png Find Similar Structures Chemical Safety: Health Hazard Laboratory Chemical Safety Summary (LCSS) Datasheet Molecular Formula: C9H19ClN3O5P Synonyms: Fotemustine 92118-27-9 Diethyl (1-(3-(2-chloroethyl)-3-nitrosoureido)ethyl)phosphonate Muphoran Servier-10036 More... Molecular Weight: 315.69 g/mol Dates: Modify: 2019-12-28 Create: 2005-08-08 Fotemustine is a chloroethylating nitrosourea with antineoplastic activity. Fotemustine alkylates guanine by forming chloroethyl adducts at the 6 position of guanine, resulting in N1-guanine and N3-cytosine cross linkages, inhibition of DNA synthesis, cell cycle arrest, and finally apoptosis. This agent is lipophilic and crosses the blood-brain barrier. NCI Thesaurus (NCIt) Diethyl (1-{[(2-chloroethyl)(nitroso)carbamoyl]amino}ethyl)phosphonate is a member of the class of N-nitrosoureas that is ethyl diethylphosphonate in the hydrogen at position 1 of the ethyl group attached to the phosphorus has been replaced by a [(2-chloroethyl)(nitroso)carbamoyl]amino group. It is an organic phosphonate, a member of N-nitrosoureas and an organochlorine compound. ChEBI 1Structures HelpNew Window 1.12D Structure HelpNew Window Find Similar Structures Get Image Download Chemical Structure Depiction Fotemustine.png Full screen Zoom in Zoom out PubChem 1.23D Conformer HelpNew Window Get Image Download Interactive Chemical Structure Model Ball and Stick Sticks Wire-Frame Space-Filling Show Hydrogens Animate Full screen Zoom in Zoom out PubChem 2Names and Identifiers HelpNew Window 2.1Computed Descriptors HelpNew Window 2.1.1IUPAC Name HelpNew Window 1-(2-chloroethyl)-3-(1-diethoxyphosphorylethyl)-1-nitrosourea Computed by LexiChem 2.6.6 (PubChem release 2019.06.18) PubChem 2.1.2InChI HelpNew Window InChI=1S/C9H19ClN3O5P/c1-4-17-19(16,18-5-2)8(3)11-9(14)13(12-15)7-6-10/h8H,4-7H2,1-3H3,(H,11,14)

InChi Key: YAKWPXVTIGTRJH-UHFFFAOYSA-N