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Cyclophosphamide monohydrate

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Identification
Molecular formula
C7H17Cl2N2O2P • H2O
CAS number
6055-19-2
IUPAC name
N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine;hydrate
State
State

At room temperature, cyclophosphamide monohydrate is typically encountered as a crystalline solid. Depending on the humidity and temperature, it may also be slightly hygroscopic.

Melting point (Celsius)
50.00
Melting point (Kelvin)
323.15
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.15
General information
Molecular weight
279.10g/mol
Molar mass
279.1030g/mol
Density
1.3000g/cm3
Appearence

Cyclophosphamide monohydrate is a white crystalline powder, though it may also appear as small, colorless crystals.

Comment on solubility

Solubility of N,N-bis(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine;hydrate

The solubility of the compound N,N-bis(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine;hydrate can be influenced by several factors due to its unique structural characteristics. The presence of both a phosphore and amine functional group typically suggests specific solubility behaviors. Here are some points to consider:

  • Hydrophilicity: The hydrate form implies that the compound can interact favorably with water, potentially increasing its solubility in aqueous environments.
  • Chlorine Atoms: The chlorine substituents may contribute to some polar characteristics, yet they can also create hydrophobic regions that affect overall solubility.
  • Solvent Interactions: In mixed solvents, the solubility might change. For instance, it may have better solubility in organic solvents due to its complex structure.
  • Temperature Effects: As with many compounds, solubility can be temperature-dependent; increased temperatures generally improve solubility in many cases.

In summary, while solid data on the exact solubility of this compound may be limited, its structural features suggest a dual nature, allowing for solubility in certain conditions while also presenting challenges under others. Understanding these elements can be crucial for practical applications and formulations.

Interesting facts

Interesting Facts about N,N-bis(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine; hydrate

This compound, commonly known for its complex structure and interesting functionalities, holds significant relevance in the field of medicinal chemistry. Here are some noteworthy aspects:

  • Versatile Reactivity: The presence of both chloroethyl and oxazaphosphinan groups in its structure makes it highly reactive. This versatility allows it to participate in various chemical reactions, which is crucial for developing new pharmaceuticals.
  • Biological Relevance: Compounds like this one are often explored for their potential as cytotoxic agents, making them candidates for cancer treatment. Their effectiveness can stem from mechanisms that damage DNA, an area of intense research in oncology.
  • Pharmaceutical Formulations: Due to its unique properties, this compound can act as an intermediate in the synthesis of more complex pharmaceutical agents. Its hydrate form suggests an ability to interact with biological systems effectively.
  • Complex Structure: The oxazaphosphinan ring is of particular interest in coordination chemistry and materials science. Understanding the behavior of such rings in compound formation provides insights into new materials with specific properties.
  • Environmental Impact: It is essential to also consider the environmental implications of using such compounds. Assessing the degradation pathways and potential toxicity is a vital part of today's research.

As a student or researcher in chemistry, exploring the synthesis, reactivity, and applications of this compound can lead to exciting discoveries, enhancing our understanding of both organic chemistry and medicinal applications.

Synonyms
Cyclophosphamide monohydrate
6055-19-2
Cyclophosphamide hydrate
Neosar
Endoxan monohydrate
Revimmune
2-(Bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane 2-oxide hydrate
Cyclophosphamide (hydrate)
2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide monohydrate
MFCD00149395
6055-19-2 (hydrate)
Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrate
MLS001306483
CHEBI:4026
DTXSID6024888
1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridine monohydrate
8N3DW7272P
2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydrate
2-(Di(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphacyclohexane-2-oxide monohydrate
(Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 monohydrate
N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydrate
N,N-Bis(beta-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide monohydrate
B-518
Cytoxan (TN)
N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine;hydrate
(+-)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate
2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate
DTXCID604888
Cytoxan hydrate
N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide hydrate
Cyclophosphamide (hydrated)
2-[bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate
CAS-6055-19-2
NCGC00015209-05
Prestwick_137
Cyclophosphamide [USP:INN:BAN:JAN]
Cyclophosphamide (USP)
Cyclophosphamide hydrate?
N,N-Bis(beta-chloroethyl)-N',O-propylenephosphoric acid ester amide monohydrate
N,N-Bis(beta-cloraethyl) N'-O-propylenphosphorildiamid monohydratum [Romanian]
SCHEMBL6071
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide, monohydrate
Cyclic N',O-propylene ester of N,N-bis(2-chloroethyl)phosphorodiamidic acid monohydrate
N,N-Di(2-chloroethyl)amino-N,O-propylene phosphoric acid ester diamide monohydrate
CYCLOPHOSPHAMIDE [MI]
SPECTRUM1500213
CYCLOPHOSPHAMIDE [VANDF]
CHEMBL1200796
CYCLOPHOSPHANUM [WHO-IP]
Cyclophosphamide hydrate (JP18)
HMS500M08
CYCLOPHOSPHAMIDE [WHO-IP]
GLXC-10416
HMS1920C04
HMS2091I12
HMS2234I13
HMS3259P15
HMS3370O11
HY-17420AR
BCP22663
Tox21_110100
Tox21_201503
Tox21_300529
CCG-40013
HY-17420A
s2057
CYCLOPHOSPHAMIDE [ORANGE BOOK]
CYCLOPHOSPHAMIDE HYDRATE [JAN]
AKOS009144593
Cyclophosphamide (hydrate) (Standard)
Tox21_110100_1
AC-1741
BCP9000569
CS-5005
NC00662
2H-1,3,2-Oxazaphosphorine, tetrahydro-2-(bis(2-chloroethyl)amino)-, 2-oxide, monohydrate
CYCLOPHOSPHAMIDUM [WHO-IP LATIN]
Cyclophosphamide monohydrate, ISOPAC(R)
NCGC00015209-11
NCGC00091741-01
NCGC00091741-04
NCGC00094636-01
NCGC00094636-02
NCGC00094636-03
NCGC00094636-04
NCGC00180900-01
NCGC00254543-01
NCGC00259054-01
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide, monohydrate, (+-)
AS-13677
Cyclophosphamide monohydrate, bulk package
SMR000718805
BCP0726000113
DB-053644
CYCLOPHOSPHAMIDE MONOHYDRATE [WHO-DD]
NS00078376
SW199628-3
EN300-52512
C06933
D00287
Cyclophosphamide monohydrate, analytical standard
SR-01000075737-4
Q27106287
2-(Bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane2-oxidehydrate
Cyclophosphamide, European Pharmacopoeia (EP) Reference Standard
2-[bis(2-chloroethyl)amino]-1,3,2lambda5-oxazaphosphinan-2-one hydrate
Cyclophosphamide, United States Pharmacopeia (USP) Reference Standard
Cyclophosphamide, Pharmaceutical Secondary Standard; Certified Reference Material
N,N-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide--water (1/1)
(+/-)-2-(BIS(2-CHLOROETHYL)AMINO)TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE MONOHYDRATE
2H-1,3,2-OXAZAPHOSPHORIN-2-AMINE, N,N-BIS(2-CHLOROETHYL)TETRAHYDRO-, 2-OXIDE, MONOHYDRATE, (+/-)-