1,4,8,11-Tetraazacyclotetradecane

Names

[ CAS No. ]:
295-37-4

[ Name ]:
1,4,8,11-Tetraazacyclotetradecane

[Synonym ]:
JM 1498
EINECS 206-039-1
Cyclam
1,4,8,11-tetrazacyclotetradecane
14-crown-4N4
1,4,8,11-Tetraazacyclotetradecane
MFCD00005105

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
321.1±10.0 °C at 760 mmHg

[ Melting Point ]:
184-186 °C(lit.)

[ Molecular Formula ]:
C₁₀H₂₄N₄

[ Molecular Weight ]:
200.324

[ Flash Point ]:
153.0±14.1 °C

[ Exact Mass ]:
200.200104

[ PSA ]:
48.12000

[ LogP ]:
-0.97

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.426

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XA5254800

CHEMICAL NAME :: 1,4,8,11-Tetraazacyclotetradecane

CAS REGISTRY NUMBER :: 295-37-4

BEILSTEIN REFERENCE NO. :: 0111811

LAST UPDATED :: 199806

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H24-N4

MOLECULAR WEIGHT :: 200.38

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 371 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Skin and Appendages - primary irritation (after topical exposure)

REFERENCE :: CMSHAF Chemosphere. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1972- Volume(issue)/page/year: 17,839,1988

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
XA5254800

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

1,4,8,11-TETRATOSYL-1,4,8,11-TETRAAZACYCLOTETRADECANE
(3a1s,5a1r)-3a1-phenyldecahydro-1H,6H-3a,5a,8a,10a-tetraazapyrene
n,n'-bis(2-aminoethyl)propan-1,3-diamin
(3a1r,9as)-9a-phenyloctahydro-1H,4H,7H-1,3a,6a,9-tetraazaphenalene
N,N'-Bis(3-aminopropyl)-1,2-ethanediamine
1,4,8,11-Tetrakis(toluene-p-sulphonyl)-1,4,8,11-tetraazaundecane

DownStream

1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane
1,8-Dibenzyl-1,4,8,11-tetraazacyclotetradecane
triethoxy-[3-(1,4,8,11-tetrazacyclotetradec-1-yl)propyl]silane
1H,6H-3a,5a,8a,10a-Tetraazapyrene,decahydro-, cis-
Plerixafor (AMD3100)
1,4,8,11-Tetrakis(aminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane
1,4,8-Tritosyl-1,4,8,11-tetraazacyclotetradecane
1,8-bis-(4-methylphenyl)sulfonyl-1,4,8,11-tetrazacyclotetradecane
1,4,8,11-Tetrakis(ethoxycarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Role of ligand to control the mechanism of nitric oxide reduction of copper(II) complexes and ligand nitrosation.

Inorg. Chem. 50(23) , 11868-76, (2011)

The nitric oxide reactivity of two copper(II) complexes, 1 and 2 with ligands L(1) and L(2), respectively, [L(1) = 5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradecane, L(2) = 5,5,7-trimethyl-[...

Zn(II)-cyclam based chromogenic sensors for recognition of ATP in aqueous solution under physiological conditions and their application as viable staining agents for microorganism.

Inorg. Chem. 50(9) , 4162-70, (2011)

Two chromogenic complexes, L.Zn (where L is (E)-4-((4-(1,4,8,11-tetraazacyclotetradecan-1-ylsulfonyl)phenyl)diazenyl)-N,N-dimethylaniline) and its [2]pseudorotaxane form (α-CD.L.Zn), were found to bin...

A reversible nanoswitch as an ON-OFF photocatalyst.

Chem. Commun. (Camb.) 48(96) , 11730-2, (2012)

The two states of a new nanomechanical switch were quantitatively and reversibly populated in several subsequent switching cycles using either Cu(+) or cyclam as chemical inputs. State II was demonstr...

1,4,8,11-Tetraazacyclotetradecane,1-decyl
N-cetyl-1,4,8,11-tetraazacyclotetradecane
1,4,8,11-Tetraazacyclotetradecane,1-methyl
6,6'-bi(1,4,8,11-tetraazacyclotetradecane)
1-Benzyl-1,4,8,11-tetraazacyclotetradecane
1,4,8,11-Tetraazacyclotetradecane,1-dodecyl
2-{2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]-4,4-dimethyl-N-(propan-2-yl)pentanamido}acetic acid
4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
(2S)-4-(3-methyl-2-nitrophenyl)butan-2-amine
1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
(4-Methyl-tetrahydro-furan-2-yl)-methanol
4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-{[(5-methylfuran-2-yl)methyl]carbamoyl}butanoic acid
N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde