ChemicalBook > CAS DataBase List > 1,4,8,11-TETRAAZACYCLOTETRADECANE

1,4,8,11-TETRAAZACYCLOTETRADECANE

Product Name: 1,4,8,11-TETRAAZACYCLOTETRADECANE
CAS No.: 295-37-4
Chemical Name: 1,4,8,11-TETRAAZACYCLOTETRADECANE
Synonyms: CYCLAM;jm1498;Cyclam, 98+%;otetradecane;Compound PDK0168;Valine Impurity 134;1,4,8,11-TetraazacycL;Plerixafor Impurity 67;cyclaM, Methanol adduct;Plerixafor intermediate
CBNumber: CB3136889
Molecular Formula: C10H24N4
Formula Weight: 200.32
MOL File: 295-37-4.mol

Less

1,4,8,11-TETRAAZACYCLOTETRADECANE Property

Melting point:: 184-186 °C (lit.)
Boiling point:: 328.07°C (rough estimate)
Density: 1.0203 (rough estimate)
refractive index: 1.5200 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Dichloromethane, Methanol
pka: 10.90±0.20(Predicted)
form: Fluffy Needle-Like Crystalline Powder
color: White
Water Solubility: Soluble in water.
Sensitive: Air Sensitive
BRN: 111811
InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N
SMILES: N1CCCNCCNCCCNCC1
CAS DataBase Reference: 295-37-4(CAS DataBase Reference)

Less

Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: XA5254800
F: 3-9-34
HS Code: 29339900
Toxicity: LD50 intraperitoneal in mouse: 371mg/kg

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 259160
Product name: 1,4,8,11-Tetraazacyclotetradecane
Purity: 98% (GC)
Packaging: 1g
Price: $78.18
Updated: 2025/07/31

Sigma-Aldrich

Product number: 259160
Product name: 1,4,8,11-Tetraazacyclotetradecane
Purity: 98% (GC)
Packaging: 5g
Price: $190
Updated: 2025/07/31

TCI Chemical

Product number: T1597
Product name: 1,4,8,11-Tetraazacyclotetradecane
Purity: >98.0%(T)
Packaging: 1g
Price: $91
Updated: 2025/07/31

TCI Chemical

Product number: T1597
Product name: 1,4,8,11-Tetraazacyclotetradecane
Purity: >98.0%(T)
Packaging: 5g
Price: $302
Updated: 2025/07/31

Strem Chemicals

Product number: 07-1959
Product name: 1,4,8,11-Tetraazacyclotetradecane, min. 98% CYCLAM
Packaging: 250mg
Price: $44
Updated: 2024/03/01

Less

1,4,8,11-TETRAAZACYCLOTETRADECANE Chemical Properties,Usage,Production

Chemical Properties

white fluffy needle-like crystalline powder

Uses

Reagent used in the preparation of Plerixafor derivatives.

Uses

1,4,8,11-Tetraazacyclotetradecane is macrocyclic ligand that is used as an antioxidant in rubber and has been shown to suppress oxidation catalyzed by some metal ions.

Uses

1,4,8,11-Tetraazacyclotetradecane is used in the synthesis of molecules with electroactive cavities. It acts as a nitrogen crown ether analogue and as an antioxidant in rubber. It is also used in the preparation of plerixafor derivatives.

Definition

ChEBI: 1,4,8,11-tetraazacyclotetradecane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane. It derives from a hydride of a cyclotetradecane.

General Description

1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.

Synthesis

71089-74-2

295-37-4

The general procedure for the synthesis of 1,4,8,11-tetrakis[(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane from 1,4,8,11-tetrakis(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane is as follows: 1,4,8,11-tetra-tosyl-1,4,8,11-tetraazacyclotetradecane (13 mmol) was dissolved in 90% concentrated sulfuric acid, and the reaction was carried out at 100 °C The reaction was stirred for 48 hours at 100 °C. Upon completion of the reaction, the reaction mixture was cooled to 0°C. Subsequently, anhydrous ethanol (120 mL) and anhydrous ether (100 mL) were added dropwise to the reaction mixture to precipitate the solid product. The solid was collected by filtration and the filter cake was washed with a small amount of anhydrous ethanol and anhydrous ether, followed by vacuum drying. The resulting off-white solid was dissolved in 1 mol/L aqueous NaOH (90 mL) and extracted with chloroform (3 x 100 mL). The chloroform layers were combined and dried with anhydrous sodium sulfate overnight. Afterwards, the chloroform was removed by distillation under reduced pressure and the residue was vacuum dried to give a white solid product. Finally, the product was recrystallized from toluene to give 2.2 g of 1,4,8,11-tetraazacyclotetradecane in 85% yield. Mass spectral analysis of the product showed [M]+ = 200.3 m/e, 1H-NMR (400 MHz, CDCl3) δ ppm: 1.72 (t, 4H), 2.23 (s, 4H), 2.68 (s, 8H), 2.75 (t, 8H).

Purification Methods

Purify cyclam by recrystallisation from dioxane (white needles), and it sublimes above 120o. It has been distilled, b 132-140o/4-8mm. It forms complexes with metals and gives a sparingly soluble nitrate salt, m 205o(dec), which crystallises from H2O and is dried at 150o. [UV: Bosnich et al. Inorg Chem 4 1102 1963, van Alphen Recl Trav Chim Pays-Bas 56 343 1937, Beilstein 26 III/IV 1647.]

References

[1] Patent: EP2163553, 2010, A1. Location in patent: Page/Page column 18-19
[2] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1987, vol. 36, # 2, p. 372 - 376
[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987, # 2, p. 413 - 417
[4] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990, vol. 26, # 3, p. 346 - 349
[5] Khimiya Geterotsiklicheskikh Soedinenii, 1990, # 3, p. 401 - 404

1,4,8,11-TETRAAZACYCLOTETRADECANE Preparation Products And Raw materials

Raw materials

Preparation Products

Less

1,4,8,11-TETRAAZACYCLOTETRADECANE Suppliers

Belgium 3 Canada 1 China 229 Czech 1 Czech Republic 1 France 2 Germany 8 India 31 Japan 5 Slovakia 1 South Korea 1 Switzerland 3 Ukraine 1 United Kingdom 17 United States 27 Global 331

Jiangxi Boye Medical Technology Co., Ltd

Tel: 15387090420 15387090420;
Email: 2684361091@qq.com
Country: China
ProdList: 481
Advantage: 58

Shanghai Zhuorui Chemical Co.,Ltd.

Tel: 021-69180038
Fax: 0086-21-39177059
Email: zhuoruichem@163.com
Country: China
ProdList: 105
Advantage: 58

Wuhan Boye Technology Development Co., Ltd.

Tel: 027-81625225 15377010747
Fax: 027-81625225
Email: hui@boyechemicals.com
Country: China
ProdList: 495
Advantage: 58

Jiangxi Boye Medical Technology Co., Ltd

Tel: 027-18971341812/18971341812 18971341812
Fax: 027-81625225
Email: anikay@boyechemicals.com
Country: China
ProdList: 506
Advantage: 58

Jinan Jinchi Pharmaceutical Technology Co., LTD

Tel: 15168890063 18888326116
Email: 76337143@qq.com
Country: China
ProdList: 64
Advantage: 58

Hangzhou Baiji Biotechnology Co., LTD

Tel: 13615701454
Email: 616495203@qq.com
Country: China
ProdList: 23
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
Advantage: 62

ZHIWE CHEMTECH CO LTD

Tel: 021-20221225 13917446399
Fax: QQ:115820162
Email: zwchem@163.com
Country: China
ProdList: 616
Advantage: 61

Alfa Aesar

Tel: 400-6106006
Fax: 021-67582001/03/05
Email: saleschina@alfa-asia.com
Country: China
ProdList: 30123
Advantage: 84

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Beijing HwrkChemical Technology Co., Ltd

Tel: 18515581800 18501085097
Fax: 010-89508210
Email: sales.bj@hwrkchemical.com
Country: China
ProdList: 9400
Advantage: 55

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44801
Advantage: 61

Shijiazhuang Sdyano Fine Chemical Co., Ltd.

Tel: 0311-89250318 031166536426
Fax: 4000311741
Email: master@sjzsdyn.com
Country: China
ProdList: 2805
Advantage: 65

JinYan Chemicals(ShangHai) Co.,Ltd.

Tel: 13817811078
Fax: 86-021-50426522,50426273
Email: sales@jingyan-chemical.com
Country: China
ProdList: 9976
Advantage: 60

Jia Xing Isenchem Co.,Ltd

Tel: 0573-85285100 18627885956
Fax: 0573-85285100
Email: isenchem@163.com
Country: China
ProdList: 9310
Advantage: 66

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 16077
Advantage: 64

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42934
Advantage: 64

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

China DongFan Chemical Co.,LTD

Tel: 86-0571-85151182
Fax: 86-0571-85151182
Country: China
ProdList: 5691
Advantage: 66

Shanghai G&K Biomedical Scientific Inc.

Tel: 021-34502253 13391330186
Fax: +86-21-23027826
Email: info@gksci.com
Country: China
ProdList: 133
Advantage: 52

Tianjin heowns Biochemical Technology Co., Ltd.

Tel: 400 638 7771
Email: sales@heowns.com
Country: China
ProdList: 14435
Advantage: 57

Hunan Hui Bai Shi Biotechnology Co., Ltd.

Tel: 0731-85526065 13308475853
Email: ivy@hnhbsj.com
Country: China
ProdList: 7247
Advantage: 62

Suzhou BEC Biological Technology Co., Ltd

Tel: +86-512-68095917 17712685869
Fax: +86-512-68417933
Email: sales@bek.com.cn
Country: China
ProdList: 146
Advantage: 59

Thermo Fisher Scientific

Tel: 800-810-5118
Fax: +86-10-84193589
Email: cnchemical@thermofisher.com
Country: China
ProdList: 17770
Advantage: 75

Beijing HuaMeiHuLiBiological Chemical

Tel: 010-56205725
Fax: 010-65763397
Email: waley188@sohu.com
Country: China
ProdList: 12335
Advantage: 58

Beijing innoChem Science & Technology Co.,Ltd.

Tel: 400-810-7969 010-59572699
Fax: 010-59572688
Email: ningzi.li@inno-chem.com.cn
Country: China
ProdList: 6134
Advantage: 55

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66113011 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
ProdList: 19913
Advantage: 55

Shanghai Jian Chao Chemical Technology Co., Ltd.

Tel: 150-2103-5486 18017383231
Fax: qq：2817624287
Email: 983544897@qq.com
Country: China
ProdList: 9342
Advantage: 55

9ding chemical ( Shanghai) Limited

Tel: 4009209199
Fax: 86-021-52271987
Email: sales@9dingchem.com
Country: China
ProdList: 18209
Advantage: 56

UHN Shanghai Research & Development Co., Ltd.

Tel: 021-58958002 18930822973
Fax: +86 (21) 5895-8628
Email: sales@uhnshanghai.com
Country: China
ProdList: 998
Advantage: 58

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 13167063860
Fax: 021-50323701
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 25003
Advantage: 65

Bsisun HK Imoprt And Export Company Limited

Tel: +86-18068513926
Fax: 0086-519-85153711
Country: China
ProdList: 1277
Advantage: 55

Shanghai Huikai Chemical Technology Co., Ltd.

Tel: 021-61995394 18916691159
Email: chemicalsea@163.com
Country: China
ProdList: 1972
Advantage: 58

Nanjing Pharmaluxury Co., Ltd.

Tel: 025-83726959 15851816062
Fax: 025-8666-0986
Email: goodsalejs@163.com
Country: China
ProdList: 128
Advantage: 58

SuZhou Jonathan New Material Technology Co., Ltd.

Tel: 0512-68312916,63926215 18912725070
Fax: 0512-68417933
Email: jon@jonnmt.com
Country: China
ProdList: 114
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 39966
Advantage: 60

Zhengzhou HongSheng Pharmaceutical Co., Ltd.

Tel: 0371-0371-13526885213 15637198702
Fax: 0371-63709726
Email: hsyykjchem@163.com
Country: China
ProdList: 3853
Advantage: 58

Quzhou synpartner PharmaTech co.,ltd

Tel: 0570-3856196 13615701454
Fax: 0570-3856347
Email: Bella@synpartner.com
Country: China
ProdList: 67
Advantage: 65

Changzhou Renaissance Chem Co. Ltd

Tel: 86-519-86202821
Fax: Email： sales@rosewellchem.com
Country: China
ProdList: 116
Advantage: 56

Chongqing Xingcan Pharmaceutical Technology Co., Ltd.

Tel: 023-13650506873 19923294409
Email: xingcanyaoye@sina.com
Country: China
ProdList: 1604
Advantage: 58

MINKESH (SHANGHAI) CO., LTD.

Tel: +86-021-20980300 +86-13167252998
Fax: 021-20983811
Email: sales@minkesh.com
Country: China
ProdList: 88
Advantage: 55

Jinan Cheminn Chemicals Co., Ltd.

Tel: 531-67875205 15726170169
Fax: +86-531-67875205
Email: sales@cheminn.com
Country: China
ProdList: 60
Advantage: 60

Suzhou yacoo science co.,Ltd

Tel: 0512-87182056 18013166090
Fax: 0512-87182056
Email: lingling.qi@yacoo.com.cn
Country: China
ProdList: 6295
Advantage: 60

Credit-Chem Co., Ltd.

Tel: 400-821-5857 021-64326257
Fax: 021-64393586 QQ;2798200800
Email: credit-chem@foxmail.com
Country: China
ProdList: 5219
Advantage: 58

Shanghai YuLue Chemical Co., Ltd.

Tel: 021-60345187 13671753212
Fax: 021-34702061
Email: lzz841106@aliyun.com
Country: China
ProdList: 10263
Advantage: 55

Shanghai Xingui Biotechnology Co., Ltd.

Tel: 15121041756
Email: xingui2022@126.com
Country: China
ProdList: 9986
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15873
Advantage: 55

Shanghai Kewel Chemical Co., Ltd.

Tel: 021-64609169 18901607656
Fax: 021-64609160
Email: greensnown@163.com
Country: China
ProdList: 9906
Advantage: 50

Hangzhou J&H Chemical Co., Ltd.

Tel: 0571-87396432
Fax: 0571-87396431
Email: sales@jhechem.com
Country: China
ProdList: 14912
Advantage: 59

Less

View Lastest Price from 1,4,8,11-TETRAAZACYCLOTETRADECANE manufacturers

YiZheng HaiFan Chemical CO., LTD.

Product: 1,4,8,11-Tetraazacyclotetradecane 295-37-4
Price: US $0.00/kg/paper drum
Min. Order: 15kg/paper drum
Purity: 98%
Supply Ability: 10 tons
Release date: 2025-12-04

Wuhan Boye Science And Technology Development Co., Ltd.

Product: 1,4,8,11-Tetraazacyclotetradecane 295-37-4
Price: US $3840.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 99%
Supply Ability: 5 tons
Release date: 2021-03-23

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1,4,8,11-Tetraazacyclotetradecane 98% (GC) 295-37-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

295-37-4, 1,4,8,11-TETRAAZACYCLOTETRADECANERelated Search:

1,4,8-Tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane

1,4,8-Tris(trifluoroacetyl)cyclaM

cyclaM, Methanol adduct

1,4,8,11-Tetraazacyclotetradecane 98% (GC)

jm1498

CYCLAM

Cyclam, 98+%

1,4,8,11-TETRAAZACYCLOTETRADECANE

Cyclam=1,4,8,11-Tetraazacyclotetradecane

1,4,8,11-Tetraazacyclotetradecane, 99+%

1,4,8,11-Tetraazacyclotetradecane,min.98%CYCLAM

1,4,8,11-TETRAAZACYCLOTETRADECANE(CYCLAM)

1,4,8,11-Tetraazacyclotetradecane 98%

1,4,8,11-TETRAAZACYCLOTETRADECANE, 98+%

(1α,4β,8β,11α)-1,4,8,11-Tetraazacyclotetradecane

1,4,8,11-tetraazacyclotetradecane Hexa(trifluoroacetate)

1,1',1''-(1,4,8,11-Tetraazacyclotetradecane-1,4,8-triyl)tris[2,2,2-trifluoro-ethanone

1,4,8,11-Tetraazacyclotetradecane, 99+% 1GR

Tetraazacyclotetradecane

1,4,8,11-TetraazacycL

otetradecane

1,4,8,11-tetrazacyclotetradecane

Plerixafor 1,4,8,11-Tetraazacyclotetradecane

Plerixafor intermediate

Plerixafor 1,4,8,11-Tetraazacyclotetradecane/ 1,4,8,11-Tetraazacyclotetradecane

1,4,8,11-TETRAAZACYCLOTETRADECANE 295-37-4

1,4,8,11-Tetraazacyclotetradecane (6CI, 7CI, 8CI, 9CI, ACI)

Compound PDK0168

Plerixafor Impurity 67

Valine Impurity 134

295-37-4

C10H20N4

C10H24N4

C16H21F9N4O3

Synthetic Reagents

Macrocycles for Host-Guest Chemistry

Azacrown Ethers

Crown Ethers

Chelation/Complexation Compounds

Ring Systems

organic amine

Heterocycles

Intermediates & Fine Chemicals

Pharmaceuticals

Azacrown Ethers

Crown Ethers

Functional Materials

Macrocycles for Host-Guest Chemistry

Achiral Nitrogen

Cy-N