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1,4,8,11-Tetraazacyclotetradecane
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Name

1,4,8,11-Tetraazacyclotetradecane

 EINECS 206-039-1
CAS No. 295-37-4 Density 0.862 g/cm3
PSA 48.12000 LogP 0.45380
Solubility Soluble in water. Melting Point 184-186 °C(lit.)
Formula C10H24N4 Boiling Point 321.1 °C at 760 mmHg
Molecular Weight 200.327 Flash Point 153 °C
Transport Information N/A Appearance white fluffy needle-like crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 295-37-4 (1,4,8,11-Tetraazacyclotetradecane) Hazard Symbols IrritantXi
Synonyms

Cyclam;JM1498;NSC 180811;

Article Data 30

1,4,8,11-Tetraazacyclotetradecane Synthetic route

71089-74-2

1,4,8,11-tetrakis(p-toluenesulphonyl)-1,4,8,11-tetraazacyclotetradecane

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
Stage #1: 1,4,8,11-tetrakis(p-toluenesulphonyl)-1,4,8,11-tetraazacyclotetradecane With sulfuric acid at 100℃; for 48h;
Stage #2: With sodium hydroxide In water		85%
With sulfuric acid81%
With sulfuric acid at 100 - 105℃; Heating; 50-70 h;68%
With sulfuric acid at 100℃; for 39h;63%
With sulfuric acid at 110℃; for 50h;35%

10b-phenyl-decahydro-3a,5a,8a,10a-tetraaza-pyrene

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With hydrogenchloride In water at 70℃; for 2h;72%
596820-95-0

10b-phenyl-decahydro-3a,5a,8a,10a-tetraaza-pyrene

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With hydrogenchloride In water at 70℃; for 2h;70%

2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 56h; Heating;22%
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating;

cyclo(Gly-β-Ala-Gly-β-Ala)

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 20h; Heating;18%
64-17-5

ethanol

107-15-3

ethylenediamine

109-64-8

1,3-dibromo-propane

A

295-37-4

1,4,8,11-Tetraazacyclotetradecane

B

4741-99-5

3,7-diazanonane-1,9-diamine

C

62708-55-8

N,N'-bis-[3-(2-amino-ethylamino)-propyl]-ethylenediamine

D

3,7,10,14,17,21-hexaaza-tricosanediyldiamine

...Expand
4741-99-5

3,7-diazanonane-1,9-diamine

109-64-8

1,3-dibromo-propane

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With ethanol beim Erhitzen anschliessend mit aethanol. KOH;
131543-46-9

Glyoxal

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

A

295-37-4

1,4,8,11-Tetraazacyclotetradecane

B

78303-77-2

2,2'-bi-(1,4,8,11-tetra-azacyclotetradecane)

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
96455-17-3

tetra(trifluoromethylsulfonyl)-1,4,8,11-tetraazocyclodecane

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran at -33℃; for 2h; Yield given;
131543-46-9

Glyoxal

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

295-37-4

1,4,8,11-Tetraazacyclotetradecane

Conditions
ConditionsYield
With sodium hydroxide; sodium cyanide; nickel; nickel dichloride Yield given. Multistep reaction;

1,4,8,11-Tetraazacyclotetradecane Specification

The 1,4,8,11-Tetraazacyclotetradecane, with the CAS registry number 295-37-4, is also known as BRN 0111811. It belongs to the product categories of Azacrown Ethers; Crown Ethers; Functional Materials; Macrocycles for Host-Guest Chemistry; Ring Systems. Its EINECS registry number is 206-039-1. This chemical's molecular formula is C10H24N4 and molecular weight is 200.32436. Its IUPAC name is called 1,4,8,11-tetrazacyclotetradecane. This chemical's classification code is Drug / Therapeutic Agent. What's more, this chemical is white fluffy needle-like crystalline powder.

Physical properties of 1,4,8,11-Tetraazacyclotetradecane: (1)ACD/LogP: -0.97; (2)ACD/LogD (pH 5.5): -5.07; (3)ACD/LogD (pH 7.4): -5.07; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)Index of Refraction: 1.425; (11)Molar Refractivity: 59.5 cm3; (12)Molar Volume: 232.4 cm3; (13)Surface Tension: 27.3 dyne/cm; (14)Density: 0.861 g/cm3; (15)Flash Point: 153 °C; (16)Enthalpy of Vaporization: 56.28 kJ/mol; (17)Boiling Point: 321.1 °C at 760 mmHg; (18)Vapour Pressure: 0.000305 mmHg at 25°C.

Uses of 1,4,8,11-Tetraazacyclotetradecane: it can be used to produce 3-(1,4,8,11-tetraazacyclotetradec-1-yl)propionic acid tetrahydrochloride by heating. This reaction will need reagent LiOH and solvent ethanol, H2O with reaction time of 8 hours. The yield is about 59%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CNCCNCCCNCCNC1
(2)InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
(3)InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 371mg/kg (371mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE		 Chemosphere. Vol. 17, Pg. 839, 1988.

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