Name | Melphalan |
Synonyms | l-pam Melphalan Melphalan HCl Melphalan 2HCl l-phenylalanine mustard 4-[bis(2-chloroethyl)amino]phenylalanine 4-[bis(2-chloroethyl)amino]-l-phenylalanine 3-(4-bis(2-chloroethyl)aminophenyl)-L-alanine 2-Amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid |
CAS | 148-82-3 |
EINECS | 205-726-3 |
InChI | InChI=1/C9H11NO2.C5H11Cl2N/c10-8(9(11)12)6-7-4-2-1-3-5-7;1-8(4-2-6)5-3-7/h1-5,8H,6,10H2,(H,11,12);2-5H2,1H3/t8-;/m0./s1 |
Molecular Formula | C14H22Cl2N2O2 |
Molar Mass | 321.243 |
Melting Point | 177℃ |
Water Solubility | <0.1 g/100 mL at 22℃ |
Physical and Chemical Properties | Its levorotatory body is L-phenylalanine nitrogen mustard, and its racemate is sarcomatolytic. White or milky white powder or needle-like crystals. Odorless or slightly odorless. Soluble in ethanol, propylene glycol, methanol-soluble, almost insoluble in water, chloroform and ether, soluble in dilute acid |
Use | It is an alkylating agent antitumor drug, which is effective for multiple myeloma, breast cancer, ovarian cancer, chronic lymphocytic and granulocytic leukemia, malignant lymphoma and multiple myeloma. It has a good effect on the treatment of limb malignant tumors such as malignant melanoma, soft tissue sarcoma and osteosarcoma. The effect of racemate on testicular seminoma is better. The preparations include tablets and injections. |
Hazard Symbols | T+ - Very toxic |
Risk Codes | R45 - May cause cancer R46 - May cause heritable genetic damage R26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed. R63 - Possible risk of harm to the unborn child |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S22 - Do not breathe dust. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 2811 |
nature:
1. Chemical properties: Meifalen is a nitrogen mustard compound that typically appears as white to pale yellow crystals.
2. Solubility: soluble in organic solvents such as acetone and ethanol, but has poor solubility in water.
Manufacturing method:
The synthesis of melphalan usually involves multiple chemical reaction steps, and the following is a simplified synthesis process:
1. Starting materials: Amino acids (such as phenylalanine) and chlorinated amine compounds (such as chloroethanol) are used as starting materials.
2. Reaction steps:
Synthesize nitrogen mustard nitride through chlorination reaction.
Perform etherification or esterification reactions to form the corresponding benzene ring structure.
Obtain the final product through subsequent purification and crystallization steps.