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Nitrogen mustard compounds

Nitrogen mustards are cytotoxic organic compounds with the chloroethylamine functional group, which consists of the following structure: Cl(CH2)2NR2, where R can be any organic group. They are nitrogen analogs of mustard gas.

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1

Carboxyphosphamide, TRC

CAS: 22788-18-7 Molecular Formula: C7 H15 Cl2 N2 O4 P Molecular Weight (g/mol): 293.08 Synonym: 3-[[Amino[bis(2-chloroethyl)amino]phosphinyl]oxy]propanoic Acid,N,N-Bis(2-chloroethyl)phosphorodiamidate Hydracrylic Acid,Asta 5754,Carboxycyclophosphamide,NSC 145124; IUPAC Name: 3-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxypropanoic acid SMILES: NP(=O)(OCCC(=O)O)N(CCCl)CCCl

CAS 22788-18-7
Molecular Weight (g/mol) 293.08
SMILES NP(=O)(OCCC(=O)O)N(CCCl)CCCl
Synonym 3-[[Amino[bis(2-chloroethyl)amino]phosphinyl]oxy]propanoic Acid,N,N-Bis(2-chloroethyl)phosphorodiamidate Hydracrylic Acid,Asta 5754,Carboxycyclophosphamide,NSC 145124;
IUPAC Name 3-[amino-[bis(2-chloroethyl)amino]phosphoryl]oxypropanoic acid
Molecular Formula C7 H15 Cl2 N2 O4 P
2

meta-Chlorambucil, TRC

CAS: 134862-11-6 Molecular Formula: C14H19Cl2NO2 Molecular Weight (g/mol): 304.21 Synonym: 3-[Bis(2-chloroethyl)amino]benzenebutanoic Acid,Chlorambucil Impurity IUPAC Name: 4-[3-[bis(2-chloroethyl)amino]phenyl]butanoic acid SMILES: OC(=O)CCCc1cccc(c1)N(CCCl)CCCl

CAS 134862-11-6
Molecular Weight (g/mol) 304.21
SMILES OC(=O)CCCc1cccc(c1)N(CCCl)CCCl
Synonym 3-[Bis(2-chloroethyl)amino]benzenebutanoic Acid,Chlorambucil Impurity
IUPAC Name 4-[3-[bis(2-chloroethyl)amino]phenyl]butanoic acid
Molecular Formula C14H19Cl2NO2
3

Hydroxy Cyclophosphamide Semicarbazone (80%), TRC

CAS: 53948-46-2 Molecular Formula: C8H18Cl2N5O3P Molecular Weight (g/mol): 334.14 Synonym: N,N-bis(2-chloroethyl)phosphorodiamidic Acid 3-[2-(Aminocarbonyl)hydrazinylidene]propyl Ester,NSC 319519,Aldophosphamide Semicarbazone; SMILES: O=P(N(CCCl)CCCl)(N)OCC/C=N/NC(N)=O

CAS 53948-46-2
Molecular Weight (g/mol) 334.14
SMILES O=P(N(CCCl)CCCl)(N)OCC/C=N/NC(N)=O
Synonym N,N-bis(2-chloroethyl)phosphorodiamidic Acid 3-[2-(Aminocarbonyl)hydrazinylidene]propyl Ester,NSC 319519,Aldophosphamide Semicarbazone;
Molecular Formula C8H18Cl2N5O3P
4

Mafosfamide Sodium Salt, TRC

CAS: 84211-05-2 Molecular Formula: C9H18Cl2N2NaO5PS2 Molecular Weight (g/mol): 423.24 Synonym: rel-2-[[(2R,4R)-2-[Bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1,3,2-oxazaphosphorin-4-yl]thio]ethanesulfonic Acid Sodium,Mafosfamid Sodium,Z 7557,cis-Mafosfamide Sodium; IUPAC Name: sodium 2-(((2R,4R)-2-(bis(2-chloroethyl)amino)-2-oxido-1,3,2-oxazaphosphinan-4-yl)thio)ethane-1-sulfonate SMILES: ClCCN(P1(N[C@@H](CCO1)SCCS(=O)([O-])=O)=O)CCCl.[Na+]

CAS 84211-05-2
Molecular Weight (g/mol) 423.24
SMILES ClCCN(P1(N[C@@H](CCO1)SCCS(=O)([O-])=O)=O)CCCl.[Na+]
Synonym rel-2-[[(2R,4R)-2-[Bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1,3,2-oxazaphosphorin-4-yl]thio]ethanesulfonic Acid Sodium,Mafosfamid Sodium,Z 7557,cis-Mafosfamide Sodium;
IUPAC Name sodium 2-(((2R,4R)-2-(bis(2-chloroethyl)amino)-2-oxido-1,3,2-oxazaphosphinan-4-yl)thio)ethane-1-sulfonate
Molecular Formula C9H18Cl2N2NaO5PS2
5

Bendamustine hydrochloride, Tocris Bioscience™
GREENER_CHOICE

CAS: 3543-75-7 Molecular Formula: C16H22Cl3N3O2 Molecular Weight (g/mol): 394.721 InChI Key: ZHSKUOZOLHMKEA-UHFFFAOYSA-N Synonym: bendamustine hydrochloride,treanda,bendamustine hcl,ribomustin,cytostasan,bendamustin hydrochloride,treakisym,4-5-bis 2-chloroethyl amino-1-methyl-1h-benzo d imidazol-2-yl butanoic acid hydrochloride,bendeka PubChem CID: 77082 IUPAC Name: 4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;hydrochloride SMILES: CN1C2=C(C=C(C=C2)N(CCCl)CCCl)N=C1CCCC(=O)O.Cl

PubChem CID 77082
CAS 3543-75-7
Molecular Weight (g/mol) 394.721
SMILES CN1C2=C(C=C(C=C2)N(CCCl)CCCl)N=C1CCCC(=O)O.Cl
Synonym bendamustine hydrochloride,treanda,bendamustine hcl,ribomustin,cytostasan,bendamustin hydrochloride,treakisym,4-5-bis 2-chloroethyl amino-1-methyl-1h-benzo d imidazol-2-yl butanoic acid hydrochloride,bendeka
IUPAC Name 4-[5-[bis(2-chloroethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid;hydrochloride
InChI Key ZHSKUOZOLHMKEA-UHFFFAOYSA-N
Molecular Formula C16H22Cl3N3O2