CID 6918992

Base Information

• Chemical Name: CID 6918992
• CAS No.: 148-82-3
• Molecular Formula: C13H18Cl2N2O2
• Molecular Weight: 305.204
• Hs Code.: 29224999
• Mol file: 148-82-3.mol

Synonyms:

Chemical Property of CID 6918992

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Melting Point: 180 °C
• Refractive Index: 1.6070 (estimate)
• Boiling Point: 473.1 °C at 760 mmHg
• PKA: pKa 1.42/2.75/9.17(H2O,t =37.0,I=0.5) (Uncertain)
• Flash Point: 239.9 °C
• PSA: 66.56000
• Density: 1.32 g/cm³
• LogP: 2.62530
• Storage Temp.: -20?C Freezer
• Solubility.: 95% ethanol and 1 drop 6 N HCl: 0.05 g/mL, clear
• Water Solubility.: <0.1 g/100 mL at 22℃
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 304.0745332
• Heavy Atom Count: 19
• Complexity: 260

Purity/Quality:

Melphalan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 45-46-26/27/28-63-36/38-62
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)[O-])[NH3+])N(CCCl)CCCl
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])N(CCCl)CCCl
• General Description: Melphalan is a nitrogen mustard alkylating agent primarily used in the treatment of multiple myeloma. When radiolabeled with iodine-125 (125I), it forms 125I-melphalan, a compound with high tumor affinity and rapid clearance from non-target tissues, making it a promising candidate for both diagnostic imaging and targeted radionuclide therapy in cancer. The optimized synthesis of 125I-melphalan demonstrates high radiochemical yield and specificity, supporting its potential clinical utility.

Technology Process of CID 6918992

There total 8 articles about CID 6918992 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

melphalan methyl ester hydrochloride salt (62978-52-3) → L-PAM (148-82-3,8057-25-8)

Guidance literature:

melphalan methyl ester hydrochloride salt; With hydrogenchloride; water; at 80 - 85 ℃;

With ammonia; In water; at 0 ℃; pH=6;

Reference yield:

melphalan hydrochloride (3223-07-2,4213-32-5) → L-PAM (148-82-3,8057-25-8)

Guidance literature:

With sodium hydrogencarbonate; In water; at 0 - 5 ℃; for 1h; pH=3-5;

Reference yield:

N-(tert-butyloxycarbonyl)-4-(bis(2-chloroethyl)amino)-L-phenylalanine ethyl ester (189744-28-3) → L-PAM (148-82-3,8057-25-8)

Guidance literature:

N-(tert-butyloxycarbonyl)-4-(bis(2-chloroethyl)amino)-L-phenylalanine ethyl ester; With hydrogenchloride; water; In Isopropyl acetate; for 12h; Reflux;

With diethylamine; In tert-butyl methyl ether; water; pH=2;

upstream raw materials:

melphalan methyl ester hydrochloride salt

N-(t-butyloxycarbonyl)-4-[bis(2-hydroxyethyl)amino]-L-phenylalanine methyl ester

(S)-3-(4-aminophenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester

N-boc-L-3-(4-bis(hydroxyethyl)aminophenyl)alanine ethyl ester

Downstream raw materials:

melphalan methyl ester hydrochloride salt

N-((tert-butoxy)carbonyl)-4-(bis(2-chloroethyl)amino)-L-phenylalanine

N-(benzyloxycarbonyl)melphalan

formylmerphalan

Refernces

Preparation and biodistribution of [¹²⁵I]Melphalan: A potential radioligand for diagnostic and therapeutic applications

10.1002/jlcr.1698

The study investigates the development of a new radiopharmaceutical for cancer imaging and therapy. The primary chemical involved is melphalan, a nitrogen mustard chemotherapeutic agent used for treating multiple myeloma. It is labeled with iodine-125 (125I) to create a radioligand, 125I-melphalan, which can be used for both diagnostic imaging and therapeutic applications. Chloramine-T (N-chloro-p-toluene sulfonamide sodium salt) serves as an oxidizing agent in the labeling process, facilitating the attachment of 125I to melphalan. The study optimizes the labeling conditions, achieving a high radiochemical yield of 96.8% under specific conditions: 200 mg of melphalan, 150 mg of chloramine-T, and 150 mL of phosphate buffer at pH 7, heated at 70°C for 15 minutes. The biodistribution studies in non-tumor bearing and tumor-bearing mice reveal that 125I-melphalan has a high affinity for tumor cells, localizes significantly in the tumor site, and is rapidly cleared from most organs, indicating its potential as a specific imaging and therapeutic agent for cancer.