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CONVERTIBLE DEBENTURE AGREEMENT, DATED NOVEMBER 1, 2007, 2007, BETWEEN PATIENT PORTAL TECHNOLOGIES,

Convertible Promissory Note

CONVERTIBLE DEBENTURE AGREEMENT, DATED NOVEMBER 1, 2007, 2007, BETWEEN PATIENT PORTAL TECHNOLOGIES, | Document Parties: PATIENT PORTAL TECHNOLOGIES, INC. | DUTCHESS PRIVATE EQUITIES FUND, LTD | Patient Portal Technologies, Inc Company You are currently viewing:
This Convertible Promissory Note involves

PATIENT PORTAL TECHNOLOGIES, INC. | DUTCHESS PRIVATE EQUITIES FUND, LTD | Patient Portal Technologies, Inc Company

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Title: CONVERTIBLE DEBENTURE AGREEMENT, DATED NOVEMBER 1, 2007, 2007, BETWEEN PATIENT PORTAL TECHNOLOGIES,
Governing Law: Massachusetts     Date: 11/14/2007

CONVERTIBLE DEBENTURE AGREEMENT, DATED NOVEMBER 1, 2007, 2007, BETWEEN PATIENT PORTAL TECHNOLOGIES,, Parties: patient portal technologies  inc. , dutchess private equities fund  ltd , patient portal technologies  inc company
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Exhibit 2.4

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SENIOR DEBENTURE

THE SECURITIES OFFERED HEREBY HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT

OF 1933, AS AMENDED (THE "SECURITIES ACT"), OR ANY STATE SECURITIES LAWS AND ARE

BEING OFFERED AND SOLD IN RELIANCE ON EXEMPTIONS FROM THE REGISTRATION

REQUIREMENTS OF SUCH LAWS. THE SECURITIES ARE SUBJECT TO RESTRICTIONS OF

TRANSFERABILITY AND RESALE AND MAY NOT BE TRANSFERRED OR RESOLD EXCEPT AS

PERMITTED UNDER SUCH LAWS PURSUANT TO REGISTRATION OR AN EXEMPTION THEREFROM.

THE SECURITIES HAVE NOT BEEN APPROVED OR DISAPPROVED BY THE UNITED STATES

SECURITIES AND EXCHANGE COMMISSION (THE "COMMISSION" OR THE "SEC") OR ANY OTHER

REGULATORY AUTHORITY, NOR HAVE ANY OF THE FOREGOING AUTHORITIES PASSED UPON OR

ENDORSED THE MERITS OF THIS OFFERING OR THE ACCURACY OR ADEQUACY OF THE OFFERING

MATERIALS. ANY REPRESENTATION TO THE CONTRARY IS UNLAWFUL.

FACE AMOUNT: $7,000,000

PRICE: $7,000,000

DEBENTURE NUMBER: November 2007 101

ISSUANCE DATE: November 1, 2007

MATURITY DATE: November 1, 2012

FOR VALUE RECEIVED, Patient Portal Technologies, Inc., a Delaware

corporation ("Company"), hereby promises to pay DUTCHESS PRIVATE EQUITIES FUND,

LTD. ("Holder") by November 1, 2012 (the "Maturity Date"), the principal amount

of Seven Million U.S. Dollars ($7,000,000) (the "Face Amount"), and to pay

interest and redemption on the principal amount thereof, and any accrued

penalties, in such amounts, at such times and on such terms and conditions as

are specified herein.

This Senior Debenture (this "Debenture") is subject to automatic

conversion at the end of five (5) years from the date of issuance, at which time

the Debenture outstanding will be automatically converted based upon the formula

set forth in Article 3.2(c) hereof.

Article 1 Interest.

(a) Company shall pay interest ("Interest") at the rate of twelve

percent (12%) per annum, compounded daily, on the unpaid Face Amount of this

Debenture at such times and in such amounts as outlined in this Article 1.

Company shall make mandatory monthly payments of interest (the "Interest

Payments"), in an amount equal to the interest accrued on the principal balance

of the Debenture from the last Interest Payment until such time as the current

Interest Payment is due and payable. The Interest Payments shall commence the

first month following the Issuance Date and shall continue until the Face Amount

is paid in full, and the Interest Payments shall be paid the last day of each

such month. Holder shall retain the right, but not the obligation, to convert

any Interest due and payable under this Debenture on terms outlined in Section 3

of this Debenture.

 

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(b) Any monies paid to Holder in excess of the Interest due when paid

shall be credited toward the redemption of the Face Amount of this Debenture.

Article 2 Method of Payment.

Section 2.1 Repayment of Debenture.

(a) Commencing on the seventh (7th) month following the Issuance Date,

Company shall make the Interest Payment outlined in Article 1 hereof and monthly

amortizing payments to Holder (the "Amortizing Payments") on the Face Amount of

the Debenture, plus the Redemption Amount on the principal (as defined in

Article 14 hereof), with such Amortizing Payments to be paid on the last

business day of each month for so long as there is an outstanding balance on

this Debenture, in the amount of One Hundred and Eighty-Three Thousand Eight

Hundred and Twenty-Five dollars and 17/100 U.S. dollars ($183,825.17) (the

"Amortizing Payment Amount").

(b) At the end of the thirty-six (36) month anniversary of the Issuance

Date ("Anniversary Date"), all amount then currently owed under the Debenture

shall become immediately due and payable to Holder.

(c) Notwithstanding any provision to the contrary in this Debenture,

Company may pay in full to Holder the Face Amount, or any balance remaining

thereon, in readily available funds, at any time and from time to time without

penalty.

(d) After the date (the "Effective Date") on which United States

Securities and Exchange Commission (the "Commission" or the "SEC") declares the

registration statement (the "Registration Statement") covering the shares

underlying the conversion of this Debenture (the "Conversion Shares") effective:

(i) if the Conversion Price, as defined herein, is above the

Maximum Conversion Price, as defined herein, Holder, at its sole

option, shall be entitled to either (i) request an Interest

Payment and Amortizing Payment from Company in the amounts set

forth above; or (ii) elect to convert a portion of this Debenture

pursuant to Article 3 hereof in an amount equal to or greater than

the Amortizing Payment Amount. In the event Holder is unable to

convert that portion of this Debenture equal to the Amortizing

Payment Amount during any calendar month, Holder shall send a

notice to Company within three (3) days of the date on which such

Interest Payment and Amortizing Payment is due (the "Payment

Date") with the total amount then due and Company shall make a

payment in cash in an amount equal to the difference between the

amount converted by Holder and the Amortizing Payment Amount due

for that month.

 

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(ii) if the Conversion Price, as defined herein, is below the

Maximum Conversion Price, as defined herein, Company, at its sole

option, shall be entitled to either (i) make an Interest Payment

and Amortizing Payment to Holder in the amounts set forth above;

or (ii) request Holder to convert a portion of this Debenture

pursuant to Article 3 hereof in an amount equal to or greater than

the Amortizing Payment Amount. In the event Holder is unable to

convert that portion of this Debenture equal to the Amortizing

Payment Amount during any calendar month, Holder shall send a

notice to Company within three (3) days of the Payment Date with

the total amount then due and Company shall make a payment in cash

in an amount equal to the difference between the amount converted

by Holder and the Amortizing Payment Amount due for that month.

(e) Nothing contained in this Article 2 shall limit the amount Holder

can elect to convert during a calendar month except as defined in Section 3.2

(i) hereof.

(f) All payments made under this Article 2 shall be applied toward the

total Redemption Amount as outlined in Article 14 hereof.

(g) Company may make additional payments toward Redemption

("Prepayments") without any penalties.

 

Article 3 Conversion.

Section 3.1 Conversion Privilege.

(a) Holder of this Debenture, subject to Article 2 above, shall have

the right to convert (a "Conversion") any and all amounts owing under this

Debenture into shares of common stock of Company, par value $0.001 per share

(the "Common Stock"), at any time following the Closing Date (as such term is

defined in that certain Subscription Agreement, of even date herewith, by and

between Company and Holder (the "Subscription Rights Agreement")) but which is

before the close of business on the Maturity Date, except as set forth in

Section 3.2(c) hereof. The number of shares of Common Stock issuable upon the

Conversion of this Debenture is determined pursuant to Section 3.2 hereof and

rounding the result up to the nearest whole share.

(b) This Debenture may only be converted, whether in whole or in part,

in accordance with this Article 3.

(c) In the event all or any portion of this Debenture remains

outstanding on the Maturity Date, the unconverted portion of such Debenture

shall automatically be converted into shares of Common Stock on such date in the

manner set forth in Section 3.2 hereof.

Section 3.2 Conversion Procedure.

 

 

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<PAGE>

(a) Conversion Procedures. Holder may elect to convert the unpaid Face

Amount of and accrued Interest on this Debenture, in whole or in part, at any

time following the Closing Date. Such Conversion shall be effectuated by Holder

sending to Company a facsimile or electronic mail version of the signed Notice

of Conversion, attached hereto as Exhibit A, which evidences Holder's intention

to convert the Debenture as indicated. The date on which the Notice of

Conversion is delivered (the "Conversion Date") shall be deemed to be the date

on which Holder has delivered to Company a facsimile or electronic mail of the

signed Notice of Conversion. Notwithstanding the above, any Notice of Conversion

received by 5:00 P.M. Boston time shall be deemed to have been received the

previous business day, with receipt being via a confirmation of time of

facsimile of Holder.

(b) Common Stock to be Issued. Upon Holder's Conversion of any

Debenture, Company shall issue the number of shares of Common Stock equal to the

Conversion. If, at the time of Conversion, the Registration Statement has been

declared effective, Company shall instruct its transfer agent to issue stock

certificates without restrictive legend (other than a legend referring to such

Registration Statement and prospectus delivery requirements) or stop transfer

instructions. If, at the time of Holder's Conversion, the Registration Statement

has not been declared effective, Company shall instruct the transfer agent to

issue the certificates with an appropriate legend. Company shall act as

Registrar and shall maintain an appropriate ledger containing the necessary

information with respect to this Debenture. Company represents and warrants to

Holder that no instructions, other than these instructions, have been given or

will be given to the transfer agent and that the Common Stock shall otherwise be

freely resold, except as may be otherwise set forth herein.

(c) Conversion Price. Holder is entitled to convert the unpaid Face

Amount of this Debenture, plus accrued interest, any time following a Closing

Date, at the lesser of the following prices (each (i) and (ii) being the

"Conversion Price"): (i) eighty-five percent (85%) of the lowest closing bid

price of the Common Stock during the twenty (20) trading days immediately prior

to a Conversion Notice; or (ii) 46/100 U.S. dollars ($0.46) ("Maximum Conversion

Price"). No fractional shares or scrip representing fractions of shares will be

issued upon Conversion, but the number of shares issuable shall be rounded up,

in the event of a partial share, to the nearest whole share. Holder shall retain

all rights of Conversion during any partial trading days.

(d) Maximum Interest. Nothing contained in this Debenture shall be

deemed to establish or require Company to pay interest to Holder at a rate in

excess of the maximum rate permitted by applicable law. In the event that the

rate of interest required to be paid exceeds the maximum rate permitted by

applicable law, the rate of interest required to be paid thereunder shall be

automatically reduced to the maximum rate permitted under applicable law and

such excess, if so ordered, shall be credited on any remaining balances due to

Holder. In the event that the interest rate on this Debenture is required to be

adjusted pursuant to this Section 3.2(d), then the parties hereto agree that the

terms of this Debenture shall remain in full force and effect except as is

necessary to make the interest rate comply with applicable law.

 

 

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<PAGE>

(e) Opinion Letter. It shall be Company's responsibility to take all

necessary actions and to bear all such costs to issue the Common Stock as

provided herein, including the responsibility and cost for delivery of an

opinion letter to the transfer agent, if so required. The person or entity in

whose name the certificate of Common Stock is to be registered shall be treated

as a shareholder of record on and after the Conversion Date. Upon surrender of

any Debentures that are to be converted in part, Company shall issue to Holder a

new Debenture equal to the unconverted amount. Company hereby acknowledges that

the date of consideration for this Debenture is the Issuance Date and shall use

all commercially reasonable best efforts to facilitate sales under Rule 144 of

the Securities Act.

(f) Delivery of Shares.

(i) Within three (3) business days after receipt of the Notice of

Conversion (the "Certificate Deadline"), Company shall deliver a certificate, in

accordance with Section 3.2(c) hereof for the number of shares of Common Stock

issuable upon a Conversion. In the event Company does not make delivery of said

certificate by the Certificate Deadline, Company shall pay to Holder in cash, as

liquidated damages, an additional fee per day equal to three percent (3%) of the

dollar value of the Debentures being converted.

(ii) If the failure of Company to issue the certificate pursuant

to this Article 3.2(f) is due to the unavailability of a sufficient number of

authorized shares of Common Stock of Company, then the provisions of this

Article 3.2(f) shall apply as well as the provisions of Article 3.2(k) hereof

shall apply.

(iii) Company shall make any payments required under this Article

3.2(f) in immediately available funds by the Certificate Deadline. Nothing

herein shall limit Holder's right, at Holder's sole discretion, to pursue actual

damages or cancel the conversion for Company's failure to issue and deliver the

certificate by the Certificate Deadline.

(iv) Company shall at all times reserve (or make alternative

written arrangements for reservation or contribution of shares) and have

available all Common Stock necessary to meet Conversion of the full amount of

the Debentures then outstanding and due to Holder, unless so waived by Holder in

writing. If, at any time, Holder submits a Notice of Conversion and Company does

not have sufficient authorized but unissued shares of Common Stock (or

alternative shares of Common Stock as may be contributed by stockholders)

available to effect, in full, a Conversion of the Debentures (a "Conversion

Default", the date of such default being referred to herein as the "Conversion

Default Date"), Company shall issue to Holder all of the shares of Common Stock

which are then currently available. Any Debentures or any portion thereof, which

cannot be converted due to Company's lack of sufficient authorized common stock

(the "Unconverted Debentures"), may be deemed null and void upon written notice

sent by Holder to Company. Company shall provide notice of such Conversion

Default ("Notice of Conversion Default") to Holder, by facsimile, within one (1)

business days of such default.

(v) In the event of Conversion Default, Company will pay to Holder

an amount computed as follows (the "Conversion Default Rate"):

 

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<PAGE>

(N / 365) x (0.24) x (initial issuance price of outstanding and/or

tendered but not converted Debentures held by Holder)

Where N is equal to the number of days from the Conversion Default

Date to the date that Company authorizes a sufficient number of shares of Common

Stock to effect conversion of all remaining Debentures (the "Authorization

Date"). Company shall send notice to Holder of the outstanding Debentures that

additional shares of Common Stock have been authorized, stating the

Authorization Date and the amount of Holder's accrued Conversion Default

payments ("Authorization Notice"). The accrued Conversion Default shall be paid

in cash or shall be convertible into Common Stock at the Conversion Rate, upon

written notice sent by Holder to Company, as follows: (i) in the event Holder

elects to take such payment in cash, cash payment shall be made to Holder within

five (5) business days, or (ii) in the event Holder elects to take such payment

in stock, Holder may convert at the Conversion Default Rate within five (5)

business days until the expiration of the Conversion period.

(vi) Company acknowledges that its failure to maintain a

sufficient number of authorized but unissued shares of Common Stock to effect in

full a Conversion of the Debentures will cause Holder to suffer irreparable

harm, and that damages will be difficult to ascertain. Accordingly, the parties

agree that it is appropriate to include in this Debenture a provision for

liquidated damages. The parties acknowledge and agree that the liquidated

damages provision set forth in this Section represents the parties' good faith

effort to quantify such damages and, as such, agree that the form and amount of

such liquidated damages are reasonable and will not constitute a penalty. The

payment of liquidated damages shall not relieve Company from its obligations to

deliver the Common Stock pursuant to the terms of this Debenture. Nothing herein

shall limit Holder's right to pursue actual damages for Company's failure to

maintain a sufficient number of authorized shares of Common Stock.

(vii) If by the Certificate Deadline, any portion of the shares of

the Debentures have not been delivered to Holder and Holder purchases, in an

open market transaction or otherwise, shares of Common Stock necessary to make

delivery of shares which would have been delivered if the full amount of the

shares to be converted and delivered to Holder by Company (the "Covering

Shares"), then Company shall pay to Holder, in addition to any other amounts due

to Holder pursuant to this Debenture, and not in lieu thereof, the Buy-In

Adjustment Amount (as defined below). The "Buy In Adjustment Amount" is the

amount equal to the excess, if any, of (x) Holder's total purchase price

(including brokerage commissions, if any) for the Covering Shares, minus (y) the

net proceeds (after brokerage commissions, if any) received by Holder from the

sale of the sold shares. Company shall pay the Buy-In Adjustment Amount to

Holder in immediately available funds within five (5) business days of written

demand by Holder. By way of illustration and not in limitation of the foregoing,

if Holder purchases shares of Common Stock having a total purchase price

(including brokerage commissions) of $11,000 to cover a buy-in with respect to

shares of Common Stock it sold for net proceeds of $10,000, the Buy-In

Adjustment Amount which Company would be required to pay to Holder would be

$1,000.

 

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(g) Prospectus and Other Documents. Company shall furnish to

Holder one (1) prospectus and any other documents incidental to the registration

of the Conversion Shares, including any amendment of or supplements thereto. Any

filings submitted via EDGAR will constitute fulfillment of Company's obligation

under this Section.

(h) Limitation on Issuance of Shares. If Company's Common Stock

becomes listed on the Nasdaq SmallCap Market after the issuance of this

Debenture, Company may be limited in the number of shares of Common Stock it may

issue by virtue of (A) the number of authorized shares or (B) the applicable

rules and regulations of the principal securities market on which the Common

Stock is listed or traded, including, but not necessarily limited to, NASDAQ

Rule 4310(c)(25)(H)(i) or Rule 4460(i)(1), as may be applicable (collectively,

the "Cap Regulations"). Without limiting the other provisions thereof: (i)

Company will take all steps necessary to issue the Conversion Shares without

violating the Cap Regulations, and (ii) if, despite taking such steps, Company

cannot issue such Conversion Shares without violating the Cap Regulations or

Holder cannot convert as a result of the Cap Regulations (each such Debenture,

an "Unconverted Debenture") Holder shall have the right to elect either of the

following options:

(i) if permitted by the Cap Regulations, require Company to

issue shares of Common Stock in accordance with Holder's Notice of Conversion at

a conversion purchase price equal to the average of the closing bid price per

share of Common Stock for any five (5) consecutive Trading Days (subject to

certain equitable adjust


 
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