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Cyclophosphamide

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Identification
Molecular formula
C7H15Cl2N2O2P
CAS number
50-18-0
IUPAC name
N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
State
State

At room temperature, Cyclophosphamide is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
50.00
Melting point (Kelvin)
323.15
Boiling point (Celsius)
115.00
Boiling point (Kelvin)
388.15
General information
Molecular weight
261.09g/mol
Molar mass
261.0930g/mol
Density
1.3400g/cm3
Appearence

Cyclophosphamide appears as a white crystalline powder. It is odorless and dissolves in water, ethanol, and chloroform.

Comment on solubility

Solubility of N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine

The solubility of the compound N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine (C7H15Cl2N2O2P) can be described as follows:

  • Polarity: Due to the presence of multiple functional groups, including chlorine atoms and a phosphinane structure, the compound exhibits moderate polarity.
  • Aqueous Solubility: Generally, compounds containing halogens may have varying solubility in water, but typically this compound would show limited solubility in aqueous solutions.
  • Organic Solvents: It is likely to be more soluble in organic solvents such as ethanol or acetone, which can stabilize the molecule's structure.
  • Factors Affecting Solubility: Factors such as temperature and pH can play a significant role in solubility changes, making it crucial to test these conditions experimentally.

In summary, while this compound may be sparingly soluble in water, its solubility could increase in organic solvents. Understand the specific solvent interactions for practical applications or further studies.

Interesting facts

Interesting Facts about N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine

N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine is a fascinating compound that belongs to the class of phosphoramide derivatives. This compound serves as an excellent example of how modifications at the molecular level can lead to significant changes in biological activity and applications.

Key Characteristics and Applications

  • Pharmacological Potential: The compound exhibits potential as a chemotherapeutic agent. Its unique structure allows it to interact with biological molecules, which may lead to advancements in cancer treatments.
  • Mechanism of Action: It possesses a phosphorous atom bonded to both chlorine and amine groups, which can influence its reactivity and interaction with nucleophiles.
  • Research Interests: The compound is of interest in medicinal chemistry due to its ability to form reactive intermediates that can lead to cellular damage in cancerous cells.

One of the most intriguing aspects of N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine is its application in developing innovative therapies for diseases resistant to traditional treatments. According to researchers, "the unique phosphazene structure enhances reactivity with biological targets, offering new pathways for selective toxicity against tumor cells."

Considerations in Research

  • Synthetic Challenges: The synthesis of N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine can be complex, requiring careful control of reaction conditions to achieve the desired product.
  • Toxicity Studies: Due to its chlorinated moieties, assessing the toxicity and environmental impact of this compound is critical to ensure safe applications in medicinal settings.

In conclusion, N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine exemplifies how sophisticated chemistry can drive innovation in medicine. Its study continues to inspire chemists and pharmacologists alike as they unravel its full potential.

Synonyms
cyclophosphamide
50-18-0
Cytoxan
Cyclophosphamid
Cyclophosphane
Endoxan
Cytophosphan
Procytox
Sendoxan
Clafen
Cyclophosphan
Cyclostin
Cyclophosphamidum
Cytophosphane
Endoxanal
Neosar
Claphene
Endoxana
Genoxal
Endoxan-Asta
Endoxan R
Zyklophosphamid
Mitoxan
Cyclophosphoramide
Cyklofosfamid
Endoxane
(RS)-Cyclophosphamide
Cyclophosphamide anhydrous
Ciclofosfamida
Cyclophosphanum
Enduxan
Semdoxan
Senduxan
(+-)-Cyclophosphamide
Ciclophosphamide
ASTA
Lyophilized Cytoxan
D,L-Cyclophosphamide
Rcra waste number U058
Asta B 518
(-)-Cyclophosphamide
Cycloblastin
NSC-26271
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide
Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester
CB 4564
Cyclophosphamide (anhydrous)
NCI-C04900
ASTA B518
SK 20501
NSC 26271
CHEBI:4027
B 518
Occupation, cyclophosphamide exposure
CCRIS 188
N,N-Bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
4-Hydroxy-cyclophosphan-mamophosphatide
HSDB 3047
Anhydrous cyclophosphamide
EINECS 200-015-4
Ciclofosfamide
N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
UNII-6UXW23996M
BRN 0011744
Cyclophosphamide-d4
AI3-26198
6UXW23996M
Cyclophosphamide (INN)
1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridin
2H-1,3,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-,2-oxide
NSC26271
Cytoxan (TN)
2-(Bis(2-chloroethyl)amino)-2H-1,3,2-oxazaphosphorine 2-oxide
N,N-Bis(2-chloroethyl)-N',O-propylenephosphoric acid ester diamide
N,N-Di(2-chloroethyl)-N,O-propylene-phosphoric acid ester diamide
50-18-0 (anhydrous)
2-[Bis(2-chloroethylamino)]-tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide
Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-N'-(3-hydroxypropyl)-, intramol. ester
CY
DTXSID5020364
CYCLOPHOSPHAMIDE LYOPHILIZED
CYCLOPHOSPHAMIDE, ANHYDROUS
N,N-Bis(beta-chloroethyl)-N',O-propylenephosphoric acid ester diamide
2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazophosphorine 2-oxide
N,N-Bis(beta-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide
Cyklofosfamid [Czech]
N,N-bis(2-chloroethyl)-2-oxo-1,3,2$l^{5}-oxazaphosphinan-2-amine
N,N-Bis-(beta-chloraethyl)-N',O-propylen-phosphorsaeure-ester-diamid
Ciclophosphamide [INN]
2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)tetrahydro-, 2-oxide
Zyklophosphamid [German]
NSC-756711
Ciclophosphamide hydrat
Cytoxan (Lyophilized)
CYCLOPHOSPHAMIDE [INN]
Ciclofosfamida [INN-Spanish]
Cyclophosphamidum [INN-Latin]
UNII-8N3DW7272P
CYCLOPHOSPHAMIDE (IARC)
CCRIS 7469
CYCLOPHOSPHAMIDE (USP-RS)
Cyclophosphamide (anhydrous form)
Cyclophosphamide (TN)
CYCLOPHOSPHAMIDE (EP MONOGRAPH)
CYCLOPHOSPHAMIDE (USP MONOGRAPH)
SR-01000075737
NCGC00015209-05
RCRA waste no. U058
Cyclophosphamide [USP:INN]
Cycloblastine
Cyclophospham
Cyclostine
Fosfaseron
Syklofosfamid
Carloxan
Cicloxal
Genuxal
Ledoxina
2-(Bis(2-chloroethyl)amino)-2H-1,2-oxazaphosphorine 2-oxide
2-[Bis(2-chloroethyl)amino]-2H-1,2-oxazaphosphorine 2-oxide
Cyclophosphamide?
2-(Bis(2-chloroethylamino))-tetrahydro-2H-1,3,2-oxazaphosphorine-2-oxide
(Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,5,6-oxazaphosphorine-1,3,2-oxide-2 hydrate
[Bis(chloro-2-ethyl)amino]-2-tetrahydro-3,5,6-oxazaphosphorine-1,3,2-oxide-2 hydrate
2-(BIS(2-CHLOROETHYL)AMINO)TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE
CYCLO-cell
N,N-Bis(beta-cloraethyl) N'-O-propylenphosphorildiamid monohydratum
bis(2-Chloroethyl)phosphamide cyclic propanolamide ester
CB-4564
Spectrum_000858
CHEMBL88
Spectrum2_001146
Spectrum3_000370
Spectrum4_000304
Spectrum5_000795
Lopac-C-0768
Epitope ID:131782
C 0768
N,N-Bis-(beta-chloraethyl)-N',O-propylen-phosphorsaeure-ester-diamid [German]
SCHEMBL4346
(.+/-.)-Cyclophosphamide
Lopac0_000238
BSPBio_002099
KBioGR_000888
KBioSS_001338
DivK1c_000246
DTXCID70364
SPBio_001071
CYCLOPHOSPHAMIDE [HSDB]
GTPL7154
SCHEMBL4345553
2-H-1,3,2-Oxazaphosphorinane
SCHEMBL10262910
CMSMOCZEIVJLDB-UHFFFAOYSA-
KBio1_000246
KBio2_001338
KBio2_003906
KBio2_006474
KBio3_001319
CYCLOPHOSPAMIDE MONOHYDRATE
CYCLOPHOSPHAMIDE [WHO-DD]
L01AA01
WLN: T6MPOTJ BO BN2G2G
NINDS_000246
2-(bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane 2-oxide
HMS2090A12
HMS3260P17
HMS3715J05
Pharmakon1600-01500213
BCP02139
Tox21_500238
BDBM50237604
N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
NSC273033
NSC273034
NSC756711
STK177249
AKOS005410738
tetrahydro-N,N-bis(2-chloroethyl)-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
CS-1425
CYCLOPHOSPHAMIDE ANHYDROUS [MI]
DB00531
LP00238
NSC-273033
NSC-273034
SDCCGSBI-0050226.P004
IDI1_000246
N,3,2-oxazaphosphorin-2-amine-2-oxide
N,O-propylen-phosphorsaeure-ester-diamid
NCGC00015209-01
NCGC00015209-02
NCGC00015209-03
NCGC00015209-04
NCGC00015209-06
NCGC00015209-07
NCGC00015209-08
NCGC00015209-09
NCGC00015209-12
NCGC00015209-28
NCGC00091741-02
NCGC00091741-03
NCGC00260923-01
AS-73255
BP-25411
HY-17420
NCI60_002097
N,O-propylenephosphoric acid ester diamide
SBI-0050226.P003
DB-082057
N,O-propylene-phosphoric acid ester diamide
WR-138719
C2236
EU-0100238
N,O-trimethylenephosphoric acid ester diamide
NS00000339
EN300-74526
A12571
C07888
D07760
AB00053446-09
AB00053446-11
AB00053446-12
AB00053446_13
AB00053446_14
AB00053446_15
Q408524
W-60377
N,O-propylenephosphoric acid ester amide monohydrate
SR-01000075737-1
SR-01000075737-6
BRD-A09722536-002-02-4
BRD-A09722536-002-17-2
BRD-A09722536-002-18-0
BRD-A09722536-002-19-8
Z276509078
2-(bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane2-oxide
Bis(2-chloroethyl)phosphoramide-cyclic propanolamide ester
2-[bis(2-chloroethyl)amino]-1,3,2??-oxazaphosphinan-2-one
1-BIS(2-CHLOROETHYL)AMINO-1-OXO-2-AZA-5-OXAPHOSPHORIDINE
2-[bis(2-chloroethyl)amino]-1,3,2$l^{5}-oxazaphosphinan-2-one
2-[bis(2-chloroethyl)amino]-1,3,2lambda5-oxazaphosphinan-2-one
N,N-Bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide #
2-[Bis(2-chloroethyl)amino]tetrahydro-1,3,2-oxazaphosphorin-2-oxide
2H-1,2-Oxazaphosphorine, 2-[bis(2-chloroethyl)amino]tetrahydro-, 2-oxide
2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)tetrahydro-,2-oxide
N,N-Bis(.beta.-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide
N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine-2-oxide
N,N-Bis-(.beta.-chloraethyl)-N',O-propylen-phosphorsaeure-ester-diamid
N,N-DI(2-CHLOROETHYL)-N,O-PROPYLENE PHOSPHORIC ACID ESTER DIAMIDE
(+/-)-2-(BIS(2-CHLOROETHYL)AMINO)TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORINE 2-OXIDE
2-(DI(2-CHLOROETHYLAMINO))-1-OXA-3-AZA-2-PHOSPHACYCLOHEXANE 2-OXIDE
2-Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
2H-1,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide
2H-1,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide, (+)-
2H-1,2-Oxazaphosphorin-2-amine, N,N-bis(2-chloroethyl)tetrahydro-, 2-oxide, (-)-
2H-1,2-Oxazaphosphorine, 2-[bis(2-chloroethyl)amino]tetrahydro-, 2-oxide, monohydrate
2H-1,3,2-oxazaphosphorin-2-amine, N,N-is(2-chloroethyl)tetrahydro-,2-oxide
N,N-bis(2-chloroethyl)-2-oxo-1-oxa-3-aza-2$l^{5}-phosphacyclohexan-2-amine
N,N-BIS(2-CHLOROETHYL)-N'-(3-HYDROXYPROPYL)PHOSPHORODIAMIDIC ACID INTRAMOL.
N,N-BIS(BETA-CHLOROETHYL)N',O-TRIMETHYLENEPHOSPHORIC ACID ESTER DIAMIDE
Phosphorodiamidic acid,N-bis(2-chloroethyl)-N'-(3-hydroxypropyl)-, intramol. ester
200-015-4
InChI=1/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)