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C7397

Sigma-Aldrich

Cyclophosphamide monohydrate

ISOPAC®

Synonym(s):

2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide, Cytoxan

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1 G
€144.00

€144.00

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1 G
€144.00

About This Item

Empirical Formula (Hill Notation):
C7H15Cl2N2O2P · H2O
CAS Number:
6055-19-2
Molecular Weight:
279.10
Beilstein:
4678992
EC Number:
200-015-4
MDL number:
MFCD00149395
UNSPSC Code:
51112507
PubChem Substance ID:
24892961
NACRES:
NA.25

€144.00

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Assay

97.0-103.0% (HPLC)

form

powder

mp

49-51 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]O[H].ClCCN(CCCl)P1(=O)NCCCO1

InChI

1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2

InChI key

PWOQRKCAHTVFLB-UHFFFAOYSA-N

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Application

Cyclophosphamide, a nitrogen mustard DNA alkylating agent, is used to study its mechanisms of action as an anticancer and antiimmunity drug.

Biochem/physiol Actions

Cyclophosphamide is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity.
Cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations.

Packaging

Packaged in a 100 mL serum bottle with silicon/PTFE septum and aluminum tear seal.

Caution

Injecting a compatible solvent directly into the vial permits preparation of any desired strength solution without exposure.

Reconstitution

Dissolving the contents in 100 mL of solvent yields a 1% solution.

Legal Information

Isopac is a registered trademark of Merck KGaA, Darmstadt, Germany

ISOPAC of

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H340,H350,H360FD

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 1A

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW3975
MKCR5119
MKCS5505
MKCL2547
MKCN3646

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Julia Alicia Boos et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(13), 1900294-1900294 (2019-08-06)
The integration of metabolic competence in developmental toxicity assays in vitro is of fundamental importance to better predict adverse drug effects. Here, a microfluidic hanging-drop platform is presented that seamlessly integrates liver metabolism into the embryonic stem cell test (EST).
Monika Kumari et al.
Frontiers in bioengineering and biotechnology, 8, 572077-572077 (2020-12-18)
Currently, amino-terminal PEGylated human granulocyte colony stimulating factor (huG-CSF) is used to prevent and treat neutropenia. Although huG-CSF has been used as a drug for more than 20 years, it has three significant drawbacks: (i) it relies on PEG aldehyde
Leo Luznik et al.
Seminars in oncology, 39(6), 683-693 (2012-12-05)
Allogeneic hematopoietic stem cell transplantation (alloSCT) is a potentially curative therapy for many hematologic and immunologic diseases. Further, partial or full donor hematopoietic chimerism following alloSCT may be sufficient to guarantee immunologic tolerance to solid organs from the same donor
Andrea T Borchers et al.
Autoimmunity reviews, 12(2), 174-194 (2012-09-18)
Lupus nephritis remains one of the most severe manifestations of systemic lupus erythematosus associated with considerable morbidity and mortality. A better understanding of the pathogenesis of lupus nephritis is an important step in identifying more targeted and less toxic therapeutic
Jennifer L Guerriero et al.
Cancer research, 68(23), 9595-9600 (2008-12-03)
Dysregulation of apoptosis is associated with the development of human cancer and resistance to anticancer therapy. The ultimate goal of cancer treatment is to selectively induce cancer cell death and overcome drug resistance. A deeper understanding of how a given
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Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Questions

1–4 of 4 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. How should stock solutions for item C7397-1G, Cyclophosphamide monohydrate be stored?

    1 answer

    1. The stock solution should be stored at 0 - 4°C for short-term use or at -20°C for long-term storage.

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  4. what is the difference between C7397 & C0768?

    1 answer

    1. Both Product C7397 and C0768 fall under the same Chemical Abstract Service number (CAS) 6055-19-2, which means chemically they are the same. Both products are also offered in a powdered format. These products are suitable for the application of cyclophosphamide.

      The differences between the two materials is that product C7397 is only offered in 1 gram pack size. It is also apart of the ISOPAC portfolio, which are products that are packaged in special packaging for sensitive and hazardous chemical. This product is specifically packaged in a 100 mL serum bottle with silicon/PTFE septum and aluminum tear seal. This specialized packaging allows for injection of a compatible solvent directly into the vial to any desired strength solution without exposure of the material to the air. Product C0768 is offered in 1 gram, 5 grams, 10 grams, and 25 grams. All pack sizes are packaged in a glass bottle and bulk packaging is an available option for this material.

      Product C7397 has a quality level of 100 while product C0768 has a quality level of 200. Products with quality level 100 are designed for non-regulated applications with no change notification requirements. Products with quality level of 200 are designed for non-regulated applications with limited change notification requirements.

      The specifications for each product are slightly different as well, please view the specification sheets for both items:
      https://www.sigmaaldrich.com/specification-sheets/473/595/C7397-BULK________SIGMA____.pdf
      https://www.sigmaaldrich.com/specification-sheets/989/258/C0768-BULK________SIGMA____.pdf

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