Cyclophosphamide monohydrate - 10mM in DMSO , DNA inhibitor, CAS No.6055-19-2, DNA inhibitor

CAS: 6055-19-2 Cat. No.: C425018 Peso molecular: 279.1 Beilstein Registry Number: 4678992 Número EC: 640-398-9 PubChem CID: 22420
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
2-(Bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane 2-oxide hydrate | CCG-40013 | Cyclophosphamide hydrate | Cyclophosphamide monohydrate, ISOPAC(R) | NSC-756711 | HY-17420A | Revimmune | s2057 | Tox21_110100_1 | C06933 | CAS-6055-19-2 | D00287 | DTXCID604
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Estado
Price
Qty
1ml
C425018-1ml
2

47,90US$

69,90US$
Guardar 22,00 US$ (31.47%)
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Cyclophosphamide monohydrate is an alkylating, cytotoxic agent experimentally shown to crosslink DNA, causing strand breakage and inducing mutations. It is also believed to possess immunosuppressive properties. Cyclophosphamide Monohydrate inhibits ALDH1 (aldehyde dehydrogenase 1) through its degradation product acrolein, as well as induces apoptosis in the rat thymus via the Fas/Fas ligand pathway.
An immunosuppressive, cytotoxic apoptosis inducer.

Specifications

Sinónimos
2-(Bis(2-chloroethyl)amino)-1, 3, 2-oxazaphosphinane 2-oxide hydrate | CCG-40013 | Cyclophosphamide hydrate | Cyclophosphamide monohydrate, ISOPAC(R) | NSC-756711 | HY-17420A | Revimmune | s2057 | Tox21_110100_1 | C06933 | CAS-6055-19-2 | D00287 | DTXCID604
Especificaciones y pureza
10mM in DMSO
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Tipo de acción
INHIBITOR
Mecanismo de acción
DNA inhibitor
Nombres e identificadores
Sonrisas canónicasC1CNP(=O)(OC1)N(CCCl)CCCl.O
IUPAC NameN,N-bis(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine;hydrate
InChIKeyPWOQRKCAHTVFLB-UHFFFAOYSA-N
INCHI1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2
Isómeros SMILES C1CNP(=O)(OC1)N(CCCl)CCCl.O
WGK Alemania 3
RTECS RP6157750
CAS alternativo 6055-19-2,50-18-0 (Parent)
PubChem CID 22420
Número ONU 2811
Grupo de embalaje I
Términos de entrada MeSH (+,-)-2-(bis(2-Chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-Oxide Monohydrate;B 518;B-518;B518;Cyclophosphamide;Cyclophosphamide Anhydrous;Cyclophosphamide Monohydrate;Cyclophosphamide, (R)-Isomer;Cyclophosphamide, (S)-Isomer;Cyclophosphane;Cy
Peso molecular 279.1
Beilstein 4678992
Reaxy-Rn 8167897

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClaseOrganonitrogen compounds
SubclassNitrogen mustard compounds
Intermediate Tree Nodes Not available
Direct ParentNitrogen mustard compounds
Alternative Parents Phosphoric monoester diamides  Oxazaphosphinanes  Oxacyclic compounds  Azacyclic compounds  Organopnictogen compounds  Organooxygen compounds  Organochlorides  Organic oxides  Hydrocarbon derivatives  Alkyl chlorides  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Nitrogen mustard - Phosphoric monoester diamide - Organic phosphoric acid derivative - Oxazaphosphinane - Organic phosphoric acid amide - Oxacycle - Organoheterocyclic compound - Azacycle - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organochloride - Organopnictogen compound - Organohalogen compound - Organic oxygen compound - Alkyl chloride - Alkyl halide - Aliphatic heteromonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as nitrogen mustard compounds. These are compounds having two beta-haloalkyl groups bound to a nitrogen atom.
External Descriptors hydrate
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Mapk1 MAP kinase ERK2 (650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
SensibilidadHeat, Light, Air sensitive.
Punto de inflamación (°F)235.4 °F
Punto de inflamación (°C)113 °C
Punto de ebullición (°C)110°C
Punto de fusión (°C)49-53°C
Peso molecular279.100 g/mol
XLogP3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass278.035 Da
Monoisotopic Mass278.035 Da
Topological Polar Surface Area42.600 Ų
Heavy Atom Count15
Formal Charge0
Complexity212.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Citations of This Product
Referencias
1. Xiaoling Guo, Jinlian Li, Jiwen Cui, Yuhua Wang, Hongfu Gao, Sue Hao, Dongmei Wu.  (2023)  Sensitive Detection of MCF-7 Cells Based on Poly Calcein Modified Electrode and Its Applied in Cytotoxicity Assay.  International Journal of Electrochemical Science,      [PMID:] [10.1016/S1452-3981(23)06757-3]
2. Yi Xiao, Haomin Yi, Jingzhi Zhu, Suhua Chen, Guofang Wang, Yilong Liao, Yuanyuan Lei, Liyin Chen, Xingcai Zhang, Fangfu Ye.  (2022)  Evaluation of DNA adduct damage using G-quadruplex-based DNAzyme.  Bioactive Materials,      [PMID:36406255] [10.1016/j.bioactmat.2022.10.002]
3. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang.  (2022)  Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  23  (12): (6597).  [PMID:35743042] [10.3390/ijms23126597]
4. Kai-Yuan Huang, Hong-Xing He, Shao-Bin He, Xiang-Ping Zhang, Hua-Ping Peng, Zhen Lin, Hao-Hua Deng, Xing-Hua Xia, Wei Chen.  (2019)  Gold nanocluster-based fluorescence turn-off probe for sensing of doxorubicin by photoinduced electron transfer.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2019.126656]
5. Deng Hao-Hua, Huang Kai-Yuan, Zhuang Qiong-Qiong, Zhuang Quan-Quan, Peng Hua-Ping, Liu Yin-Huan, Xia Xing-Hua, Chen Wei.  (2018)  Preparation of strongly fluorescent water-soluble dithiothreitol modified gold nanoclusters coated with carboxychitosan, and their application to fluorometric determination of the immunosuppressive 6-mercaptopurine.  MICROCHIMICA ACTA,  185  (8): (1-8).  [PMID:30076470] [10.1007/s00604-018-2933-0]
6. Jianyong Li, Xiaojun Kong, Xiwang Li, Yajun Yang, Jiyu Zhang.  (2013)  Genotoxic evaluation of aspirin eugenol ester using the Ames test and the mouse bone marrow micronucleus assay.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:24140966] [10.1016/j.fct.2013.10.010]
7. Hang Ruan, Yuwen Zhong, Huining Ding, Zehui He, Jiaqi Li, Meng Long, Zhi Wang, Qing Xia, Teng Guo, Chunyun Zhu, Tao Yang, Nianping Feng, Yongtai Zhang.  (2024)  Dual-continuous microneedle patch integrating transdermal delivery of pH-sensitive licorzinc MOFs and Zn2+ hydrogel sensors for treating alopecia areata.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.155961]
8. Fengyi Du, Lixia Xu, Haoran Wang, Mengke Lu, Qinxin Wang, Xiaonan Qiu, Baoding Chen, Miaomiao Zhang.  (2025)  Fe-Doped Carbon Dots-Incorporated In Situ Hydrogel for Near Infrared-Triggered Cascading Photothermal/Thermodynamic Therapy to Boost Cancer Immunity Cycle.  BIOMACROMOLECULES,      [PMID:40052540] [10.1021/acs.biomac.5c00051]
9. Tang Xudong, Shang Yangyang, Yang Hong, Song Yalan, Li Shan, Qin Yusi, Song Jingyi, Chen Kang, Liu Yang, Zhang Dinglin, Chen Lei.  (2024)  Targeted delivery of Fc-fused PD-L1 for effective management of acute and chronic colitis.  Nature Communications,  15  (1): (1-18).  [PMID:38396052] [10.1038/s41467-024-46025-0]
10. Jing Tian, Yanfeng Zhao, Fanghang Li, Yezhu Xu, Wenting Yi, Su Jiang, Yunping Tang, Yun Lu.  (2025)  Enzymatic synthesis and mechanistic insights into the hepatoprotective effects of α-monoglucosyl rutin against cyclophosphamide-induced liver injury: a multi-omics approach.  INTERNATIONAL IMMUNOPHARMACOLOGY,      [PMID:40706203] [10.1016/j.intimp.2025.115265]
11. Xueyan Wu, Jun Peng, Chunyu Zhang, Yifan Liao, Xinran Zhang, Yilin Hou, Tiantang Fan, Tianyun Fan, Jigang Wang.  (2025)  Immunomodulatory mechanism of Radix Bupleuri polysaccharide on RAW264.7 cells and cyclophosphamide-induced immunosuppressed mice.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40865834] [10.1016/j.ijbiomac.2025.147092]
12. Ziwei Gao, Jinyang Ren, Chang Ke, Deyu Yang, Kexing Wang, Qi Wang, Xinyan Chen, Cong Chang, Zhenpeng Qiu, Chao Cai, Zhongshi Zhou, Yan Meng.  (2025)  Specific Inulin in Codonopsis pilosula Exerts Immunological Enhancement by Promoting Cellular Uptake and Regulating p65-Dependent MAPK and NF-κb Pathways.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40758307] [10.1021/acs.jafc.5c05401]
13. Jinwu Zhang, Bo Zhang, Shiqi Huang, Jianhao Deng, Yiying Liang, Jiakang He, Tingjun Hu, Liji Xie, Hailan Chen, Meiling Yu.  (2025)  Flavonoids of S. suberectus Dunn Regulate Cyclophosphamide-Induced Immunosuppression Through NF-κB Pathways.  Veterinary Sciences,  12  (8): (762).  [PMID:40872712] [10.3390/vetsci12080762]
14. Dong Yao, Zhou Jiazhi, Tian Hairui, Gai Zhonghui, Zou Kang, Wei Quanwei, Han Mei.  (2025)  Protective effects of Bifidobacterium longum subsp. longum BL21 against cyclophosphamide-induced reproductive dysfunction in zebrafish.  Scientific Reports,  15  (1): (1-13).  [PMID:40251294] [10.1038/s41598-025-97721-w]
15. Congjuan Xu, Jie Feng, Yuchen Zhou, Huan Ren, Xiaolei Pan, Shuiping Chen, Xuehua Liu, Guanxian Li, Jinjin Li, Bin Geng, Linlin Gao, Zhihui Cheng, Yongxin Jin, Un-Hwan Ha, Shouguang Jin, Iain L. Lamont, Daniel Pletzer, Weihui Wu.  (2025)  Azithromycin represses evolution of ceftazidime/avibactam resistance by translational repression of rpoS in Pseudomonas aeruginosa.  JOURNAL OF BACTERIOLOGY,      [PMID:40304512] [10.1128/jb.00552-24]
16. Cuiping Xu, Hao Cui, Qionglian Fang, Pengfei Tu, Xiuming Cui.  (2025)  Steamed Panax notoginseng Saponins Ameliorate Cyclophosphamide-Induced Anemia by Attenuating Gut-Liver Injury and Activating the cAMP/PI3K/AKT Signaling Pathway.  Nutrients,  17  (21): (3335).  [PMID:41228409] [10.3390/nu17213335]
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