Phosphoramide mustard (cyclohexanamine)

CAT: 0804-HY-137316A-03Size: 25 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-137316A-03Size:25 mg

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Description

Phosphoramide mustard cyclohexanamine is a biologically active metabolite of Cyclophosphamide , with anticancer activitiy. Phosphoramide mustard cyclohexanamine induces DNA damage[1][2].

CAS Number

1566-15-0

UNSPSC

12352211

Hazard Statement

H302+H312+H332

Target

DNA Alkylator/Crosslinker; Drug Metabolite

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/phosphoramide-mustard-cyclohexanamine.html

Purity

98.0

Solubility

H2O : ≥ 50 mg/mL

Smiles

O=P(N(CCCl)CCCl)(N)O.NC1CCCCC1

Molecular Formula

C10H24Cl2N3O2P

Molecular Weight

320.20

Precautions

H302+H312+H332

References & Citations

[1]Shanthi Ganesan, et al. Phosphoramide mustard exposure induces DNA adduct formation and the DNA damage repair response in rat ovarian granulosa cells. Toxicol Appl Pharmacol. 2015 Feb 1; 282 (3) : 252–258.|[2]S Genka, et al. Brain and plasma pharmacokinetics and anticancer activities of cyclophosphamide and phosphoramide mustard in the rat. Cancer Chemother Pharmacol. 1990;27 (1) :1-7.

Shipping Conditions

Blue Ice

Storage Conditions

-20°C (Powder, protect from light, stored under nitrogen)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Citation 01

Chemical Information

Cyclohexanamine N,N-bis(2-chloroethyl)phosphorodiamidate

CAS Number	1566-15-0
PubChem CID	96355
IUPAC Name	amino-[bis(2-chloroethyl)amino]phosphinic acid;cyclohexanamine
Molecular Formula	C10H24Cl2N3O2P
Molecular Weight	320.19
Topological Polar Surface Area	92.6
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Heavy Atom Count	18
Formal Charge	0
Complexity	197

SMILES

C1CCC(CC1)N.C(CCl)N(CCCl)P(=O)(N)O

InChI

InChI=1S/C6H13N.C4H11Cl2N2O2P/c7-6-4-2-1-3-5-6;5-1-3-8(4-2-6)11(7,9)10/h6H,1-5,7H2;1-4H2,(H3,7,9,10)

InChIKey

BGTIPRUDEMNRIP-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 1566-15-0

CID: 96355

Formula: C10H24Cl2N3O2P

MW: 320.19

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	320.19
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	319.0983194
Monoisotopic Mass	319.0983194
Topological Polar Surface Area	92.6 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	197
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

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Phosphoramide mustard (cyclohexanamine)

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